Jerry.ai

Lead end-to-end development of quoting and automation systems, including integrations and performance improvements. | 2+ years in management consulting, technical product management, data analytics, or operations; comfortable with technical discussions and data-driven decision making. | About Jerry.ai Jerry.ai is building America’s first and only AI-powered super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million users, and have helped millions find better auto insurance — and we’re just getting started. About the Opportunity We are looking for a Product Manager to own Jerry’s marketplace growth and automation products. These systems form the backbone of Jerry’s ability to deliver the most accurate, lowest-cost quotes to our customers, fast! Quoting and automation are core to Jerry’s long-term vision of making car ownership effortless, and they represent some of our biggest competitive advantages today. We need your help to scale these systems, stand up new integrations with top carriers, improve data quality and accuracy, and explore new ways to deliver faster, smarter, and easier quoting experiences. How You’ll Make an Impact Lead end-to-end product development for either quoting or automation systems, including new carrier integrations and ongoing maintenance. Own high-profile integrations with major partners, shaping the growth of Jerry’s marketplace. Partner with engineering, operations, and insurance experts to enhance both back-end performance and customer experience. Explore opportunities to leverage AI and automation to reduce maintenance costs and improve system resilience. Who You Are You have 2+ years of experience in management consulting, technical product management, data analytics, or operations at a fast paced startup. You’re a technologist and a systems thinker. You’re comfortable in technical conversations and can translate complex ideas into simple terms. You’re data-driven and comfortable diving into data to answer your own questions. You like to own metrics, and constantly seek improvement. You’re an optimist who asks “how we can” not “if we can.” You’re passionate about AI. You use it to automate your day to day, you’re an early adopter of the latest and greatest, and you want to be at the vanguard of leveraging it at scale to deliver outstanding, personalized customer communications. Why You’ll Love It Join a profitable pre-IPO startup with capital, traction, and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Work closely with brilliant leaders and teammates from companies like Amazon, Better, LinkedIn, McKinsey, BCG, Bain Disrupt a massive market and take us to a $10B business in the next few years Our growth is driven by forward-thinking technology: Jerry.ai is getting mentioned in many conversations about our use of GenAI, such as this Forbes article Be immersed in a talent-dense environment and greatly accelerate your career growth Impact millions of users experience with car maintenance and auto insurance While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Own and optimize the performance of contact center teams, diagnose root causes of issues, and collaborate with product and engineering teams to improve workflows. | Experience managing large contact center teams in high-volume, metric-driven environments, with strong data-driven decision-making skills and ability to manage through others. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 40X revenue growth in 4 years | $2T market size). Work closely with brilliant leaders and team mates from companies like McKinsey, BCG, Bain, Nvidia, GEICO, Better, etc. Disrupt a massive market and take us to a $5B business in the next few years. Be immersed in a talent-dense environment and greatly accelerate your career growth. About the opportunity: We are looking for a Senior Manager, Contact Center Operations to join our Insurance Operations leadership team and ensure our front-line agents are operating at peak performance. This is a critical leadership role responsible for driving execution across our onshore sales and service teams (~50 agents). Reporting to our Director of Insurance Operations, you will also partner with product, engineering, and business analytics teams to evaluate performance data, optimize workflows, and develop performance systems and feedback loops to ensure we hit our sales and service goals consistently. You must be someone who thrives in a fast-paced, high-volume environment and can lead through structure, accountability, and continuous improvement. This role is ideal for someone who wants to take ownership of frontline performance, holds a high bar for results, and isn’t afraid to dig deep to solve problems at their root. Jerry.ai is building the first super app to help people optimize all aspects of owning a car – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, a repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 40X and our team to 250 across 4 countries. How you will make an impact: Performance Management: Build and sustain a high-performance culture by setting clear goals, enforcing accountability, and creating systems that surface underperformance early. Work closely with team leads to track progress daily, provide feedback, and ensure agents are hitting targets across key sales and service metrics. Coaching & Development: Work with team leads to raise the performance of every agent through structured coaching, clear feedback, and consistent expectations. Help create a culture where high performance is recognized and rewarded, and underperformance is addressed head-on. Operational Oversight: Own the day-to-day execution of sales and/or service teams, depending on where the business needs are greatest. Partner with functional leads to ensure alignment on priorities and translate strategic goals into weekly agent-level plans. Root Cause Problem Solving: Diagnose performance issues at their root → whether driven by people, process, systems or execution, and develop action plans that improve inputs, not just outcomes. Establish proactive mechanisms to prevent issues from recurring. Workflow & System Optimization: Work with product and engineering to identify and implement process improvements and system enhancements. Use data and frontline insights to continuously improve how agents work and how customers experience our service. Minimum requirements: 3+ years of experience managing a similar sized team of inbound contact center agents and team leads or supervisors, in a high-volume, metric-driven environment Demonstrated ability to manage through others (e.g. team leads or supervisors), holding them accountable for their team’s performance Experience using data to diagnose issues and implement operational or behavioral changes that improved outcomes Track record of driving performance by managing inputs, not just outcomes Comfort working across onshore and offshore teams, ideally in a tech-forward environment Ideal profile: You are a systems thinker who thrives on creating structure and accountability You have a track record of elevating performance and don’t shy away from tough conversations You bring urgency, clarity, and high standards to everything you do You take full ownership of your domain and don’t wait for others to tell you what to do You are energized by rolling up your sleeves, digging into data, and solving problems at their root You believe feedback is a gift and you proactively seek it While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Own and improve Jerry.ai's AI-driven messaging platform to enhance automation, customer satisfaction, and scalability. | 2+ years in management consulting, technical product management, data analytics, or operations; strong technical and data-driven mindset; passion for AI and automation. | About Jerry.ai Jerry.ai is building America’s first and only AI-powered super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million users, and have helped millions find better auto insurance — and we’re just getting started. About the Opportunity We are looking for a Product Manager to own Jerry.ai’s AI driven communications product. AI and automation are a key component of Jerry.ai’s growth strategy, driving the engagement, conversion, and retention of our customer base. Today, over 70% of customer requests are handled using AI agents built using our internal AI agent development platform, Propelix. Our goal is to increase this number to over 90%, while increasing customer satisfaction and conversion with AI interactions that delight our customers. The messaging infrastructure underlying these communications across SMS, in-app chat, email, and voice, is critical to the success of the platform, and we need your help to scale it up. How you’ll make an impact: Partner closely with our Product, Engineering, and Data Science teams to create lovable AI interactions that increase automation and customer satisfaction. Analyze data to identify and prioritize improvements to our core messaging systems. Identify bottlenecks to solving high-impact issues to shape both our prompt engineering best practices and our technical roadmap. Stay on top of AI trends, best practices, and tech to make strategic decisions. Who You Are You have 2+ years of experience in management consulting, technical product management, data analytics, or operations at a fast paced startup. You’re a technologist and a systems thinker. You’re comfortable in technical conversations and can translate complex ideas into simple terms. You’re data-driven and comfortable diving into data to answer your own questions. You like to own metrics, and constantly seek improvement. You’re an optimist who asks “how we can” not “if we can.” You’re passionate about AI. You use it to automate your day to day, you’re an early adopter of the latest and greatest, and you want to be at the vanguard of leveraging it at scale to deliver outstanding, personalized customer communications. Why You’ll Love It Join a profitable pre-IPO startup with capital, traction, and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Work closely with brilliant leaders and teammates from companies like Amazon, Better, LinkedIn, McKinsey, BCG, Bain Disrupt a massive market and take us to a $10B business in the next few years Our growth is driven by forward-thinking technology: Jerry.ai is getting mentioned in many conversations about our use of GenAI, such as this Forbes article Be immersed in a talent-dense environment and greatly accelerate your career growth Impact millions of users experience with car maintenance and auto insurance While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Lead and develop strategies for scaling the company's core insurance marketplace, working cross-functionally to optimize systems, user experience, and carrier performance. | 7+ years management consulting experience from a top firm, structured problem-solving skills, and ability to communicate with diverse audiences. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size). Work closely with brilliant leaders and teammates from companies like McKinsey, BCG, Bain, Nvidia, Lemonade, GEICO, Amazon, etc. Disrupt a massive market and take us to a $10B business in the next few years. Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: Jerry.ai is looking for a Director, Business Operations & Strategy (Marketplace Growth) to help scale our core insurance business. We hit a huge milestone in early 2024 by achieving profitability and have ambitious goals for the next few years — scale from 5M to 50M customers and become a $10B business. In this high-visibility role, you'll report directly to our VP of Insurance Operations, and own the systems, strategy, and execution behind Jerry’s quoting engine, automation infrastructure, and carrier performance. Working cross-functionally with product, engineering, and analytics, you will create a seamless user experience and ensure ongoing carrier success to drive critical outcomes for our insurance marketplace (loss ratio, retention, and conversion). This is a unique opportunity to shape the strategy of a category-defining fintech company at scale. Jerry.ai is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries. Preferred experience: Bachelor’s degree in a quantitative discipline (Electrical Engineering, Computer Engineering, Industrial Engineering, Operations Research, etc) 7+ years of management consulting experience from a top firm (McKinsey, Bain, and Boston Consulting Group preferred) Track record of hiring and managing high-performing teams Who you are: You have a structured framework for problem-solving and live by first principles You are comfortable communicating with audiences varying from technical stakeholders, business partners, to the company’s C-suite You set a very high bar for yourself and for your team, and you are constantly pushing that bar higher in the pursuit of excellence While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Own and improve the performance of sales and service teams through data-driven management, coaching, and process optimization. | Minimum 3 years managing inbound contact center teams in a high-volume, metric-driven environment, with experience using data to improve outcomes. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 40X revenue growth in 4 years | $2T market size). Work closely with brilliant leaders and team mates from companies like McKinsey, BCG, Bain, Nvidia, GEICO, Better, etc. Disrupt a massive market and take us to a $5B business in the next few years. Be immersed in a talent-dense environment and greatly accelerate your career growth. About the opportunity: We are looking for a Senior Manager, Customer Operations to join our Insurance Operations leadership team and ensure our front-line agents are operating at peak performance. This is a critical leadership role responsible for driving execution across our onshore sales and service teams (~50 agents). Reporting to our Director of Insurance Operations, you will also partner with product, engineering, and business analytics teams to evaluate performance data, optimize workflows, and develop performance systems and feedback loops to ensure we hit our sales and service goals consistently. You must be someone who thrives in a fast-paced, high-volume environment and can lead through structure, accountability, and continuous improvement. This role is ideal for someone who wants to take ownership of frontline performance, holds a high bar for results, and isn’t afraid to dig deep to solve problems at their root. Jerry.ai is building the first super app to help people optimize all aspects of owning a car – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, a repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 40X and our team to 250 across 4 countries. How you will make an impact: Performance Management: Build and sustain a high-performance culture by setting clear goals, enforcing accountability, and creating systems that surface underperformance early. Work closely with team leads to track progress daily, provide feedback, and ensure agents are hitting targets across key sales and service metrics. Coaching & Development: Work with team leads to raise the performance of every agent through structured coaching, clear feedback, and consistent expectations. Help create a culture where high performance is recognized and rewarded, and underperformance is addressed head-on. Operational Oversight: Own the day-to-day execution of sales and/or service teams, depending on where the business needs are greatest. Partner with functional leads to ensure alignment on priorities and translate strategic goals into weekly agent-level plans. Root Cause Problem Solving: Diagnose performance issues at their root → whether driven by people, process, systems or execution, and develop action plans that improve inputs, not just outcomes. Establish proactive mechanisms to prevent issues from recurring. Workflow & System Optimization: Work with product and engineering to identify and implement process improvements and system enhancements. Use data and frontline insights to continuously improve how agents work and how customers experience our service. Minimum requirements: 3+ years of experience managing a similar sized team of inbound contact center agents and team leads or supervisors, in a high-volume, metric-driven environment Demonstrated ability to manage through others (e.g. team leads or supervisors), holding them accountable for their team’s performance Experience using data to diagnose issues and implement operational or behavioral changes that improved outcomes Track record of driving performance by managing inputs, not just outcomes Comfort working across onshore and offshore teams, ideally in a tech-forward environment Ideal profile: You are a systems thinker who thrives on creating structure and accountability You have a track record of elevating performance and don’t shy away from tough conversations You bring urgency, clarity, and high standards to everything you do You take full ownership of your domain and don’t wait for others to tell you what to do You are energized by rolling up your sleeves, digging into data, and solving problems at their root You believe feedback is a gift and you proactively seek it While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Lead end-to-end development of quoting and automation systems, including integrations and performance enhancements. | 4+ years in management consulting, technical product management, data analytics, or operations; strong technical and data-driven skills; passion for AI. | About Jerry.ai Jerry.ai is building America’s first and only AI-powered super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million users, and have helped millions find better auto insurance — and we’re just getting started. About the Opportunity We are looking for a Senior Product Manager to own Jerry’s marketplace growth and automation products. These systems form the backbone of Jerry’s ability to deliver the most accurate, lowest-cost quotes to our customers, fast! Quoting and automation are core to Jerry’s long-term vision of making car ownership effortless, and they represent some of our biggest competitive advantages today. We need your help to scale these systems, stand up new integrations with top carriers, improve data quality and accuracy, and explore new ways to deliver faster, smarter, and easier quoting experiences. How You’ll Make an Impact Lead end-to-end product development for either quoting or automation systems, including new carrier integrations and ongoing maintenance. Own high-profile integrations with major partners, shaping the growth of Jerry’s marketplace. Partner with engineering, operations, and insurance experts to enhance both back-end performance and customer experience. Explore opportunities to leverage AI and automation to reduce maintenance costs and improve system resilience. Who You Are You have 4+ years of experience in management consulting, technical product management, data analytics, or operations at a fast paced startup. You’re a technologist and a systems thinker. You’re comfortable in technical conversations and can translate complex ideas into simple terms. You’re data-driven and comfortable diving into data to answer your own questions. You like to own metrics, and constantly seek improvement. You’re an optimist who asks “how we can” not “if we can.” You’re passionate about AI. You use it to automate your day to day, you’re an early adopter of the latest and greatest, and you want to be at the vanguard of leveraging it at scale to deliver outstanding, personalized customer communications. Why You’ll Love It Join a profitable pre-IPO startup with capital, traction, and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Work closely with brilliant leaders and teammates from companies like Amazon, Better, LinkedIn, McKinsey, BCG, Bain Disrupt a massive market and take us to a $10B business in the next few years Our growth is driven by forward-thinking technology: Jerry.ai is getting mentioned in many conversations about our use of GenAI, such as this Forbes article Be immersed in a talent-dense environment and greatly accelerate your career growth Impact millions of users experience with car maintenance and auto insurance While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Own and execute systems, strategy, and operations to scale the insurance marketplace, working cross-functionally with product, engineering, and analytics teams. | 7+ years of management consulting experience from top firms, management skills, and ability to communicate with technical and executive audiences. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size). Work closely with brilliant leaders and teammates from companies like McKinsey, BCG, Bain, Nvidia, Lemonade, GEICO, Amazon, etc. Disrupt a massive market and take us to a $10B business in the next few years. Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: Jerry.ai is looking for a Director, Business Operations & Strategy (Marketplace Growth) to help scale our core insurance business. We hit a huge milestone in early 2024 by achieving profitability and have ambitious goals for the next few years — scale from 5M to 50M customers and become a $10B business. In this high-visibility role, you'll report directly to our VP of Insurance Operations, and own the systems, strategy, and execution behind Jerry’s quoting engine, automation infrastructure, and carrier performance. Working cross-functionally with product, engineering, and analytics, you will create a seamless user experience and ensure ongoing carrier success to drive critical outcomes for our insurance marketplace (loss ratio, retention, and conversion). This is a unique opportunity to shape the strategy of a category-defining fintech company at scale. Jerry.ai is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries. Preferred experience: Bachelor’s degree in a quantitative discipline (Electrical Engineering, Computer Engineering, Industrial Engineering, Operations Research, etc) 7+ years of management consulting experience from a top firm (McKinsey, Bain, and Boston Consulting Group preferred) Track record of hiring and managing high-performing teams Who you are: You have a structured framework for problem-solving and live by first principles You are comfortable communicating with audiences varying from technical stakeholders, business partners, to the company’s C-suite You set a very high bar for yourself and for your team, and you are constantly pushing that bar higher in the pursuit of excellence While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Own and improve Jerry.ai's AI-driven messaging product to enhance automation, customer satisfaction, and platform scalability. | 5+ years in management consulting, technical product management, data analytics, or operations; technologist comfortable with technical discussions; data-driven; passionate about AI. | About Jerry.ai Jerry.ai is building America’s first and only AI-powered super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million users, and have helped millions find better auto insurance — and we’re just getting started. About the Opportunity We are looking for a Senior Product Manager to own Jerry.ai’s AI driven communications product. AI and automation are a key component of Jerry.ai’s growth strategy, driving the engagement, conversion, and retention of our customer base. Today, over 70% of customer requests are handled using AI agents built using our internal AI agent development platform, Propelix. Our goal is to increase this number to over 90%, while increasing customer satisfaction and conversion with AI interactions that delight our customers. The messaging infrastructure underlying these communications across SMS, in-app chat, email, and voice, is critical to the success of the platform, and we need your help to scale it up. How you’ll make an impact: Partner closely with our Product, Engineering, and Data Science teams to create lovable AI interactions that increase automation and customer satisfaction. Analyze data to identify and prioritize improvements to our core messaging systems. Identify bottlenecks to solving high-impact issues to shape both our prompt engineering best practices and our technical roadmap. Stay on top of AI trends, best practices, and tech to make strategic decisions. Who You Are You have 5+ years of experience in management consulting, technical product management, data analytics, or operations at a fast paced startup. You’re a technologist and a systems thinker. You’re comfortable in technical conversations and can translate complex ideas into simple terms. You’re data-driven and comfortable diving into data to answer your own questions. You like to own metrics, and constantly seek improvement. You’re an optimist who asks “how we can” not “if we can.” You’re passionate about AI. You use it to automate your day to day, you’re an early adopter of the latest and greatest, and you want to be at the vanguard of leveraging it at scale to deliver outstanding, personalized customer communications. Why You’ll Love It Join a profitable pre-IPO startup with capital, traction, and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Work closely with brilliant leaders and teammates from companies like Amazon, Better, LinkedIn, McKinsey, BCG, Bain Disrupt a massive market and take us to a $10B business in the next few years Our growth is driven by forward-thinking technology: Jerry.ai is getting mentioned in many conversations about our use of GenAI, such as this Forbes article Be immersed in a talent-dense environment and greatly accelerate your career growth Impact millions of users experience with car maintenance and auto insurance While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

The Manager, Customer Operations will drive execution across onshore sales and service teams, ensuring agents operate at peak performance. This role involves performance management, coaching, operational oversight, and workflow optimization. | Candidates must have 2+ years of experience managing a team of inbound contact center agents in a metric-driven environment. They should demonstrate the ability to manage through others and use data to improve outcomes. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 40X revenue growth in 4 years | $2T market size). Work closely with brilliant leaders and team mates from companies like McKinsey, BCG, Bain, Nvidia, GEICO, Better, etc. Disrupt a massive market and take us to a $5B business in the next few years. Be immersed in a talent-dense environment and greatly accelerate your career growth. About the opportunity: We are looking for a Manager, Customer Operations to join our Insurance Operations leadership team and ensure our front-line agents are operating at peak performance. This is a critical leadership role responsible for driving execution across our onshore sales and service teams (~50 agents). Reporting to our Director of Insurance Operations, you will also partner with product, engineering, and business analytics teams to evaluate performance data, optimize workflows, and develop performance systems and feedback loops to ensure we hit our sales and service goals consistently. You must be someone who thrives in a fast-paced, high-volume environment and can lead through structure, accountability, and continuous improvement. This role is ideal for someone who wants to take ownership of frontline performance, holds a high bar for results, and isn’t afraid to dig deep to solve problems at their root. Jerry.ai is building the first super app to help people optimize all aspects of owning a car – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, a repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 40X and our team to 250 across 4 countries. How you will make an impact: Performance Management: Build and sustain a high-performance culture by setting clear goals, enforcing accountability, and creating systems that surface underperformance early. Work closely with team leads to track progress daily, provide feedback, and ensure agents are hitting targets across key sales and service metrics. Coaching & Development: Work with team leads to raise the performance of every agent through structured coaching, clear feedback, and consistent expectations. Help create a culture where high performance is recognized and rewarded, and underperformance is addressed head-on. Operational Oversight: Own the day-to-day execution of sales and/or service teams, depending on where the business needs are greatest. Partner with functional leads to ensure alignment on priorities and translate strategic goals into weekly agent-level plans. Root Cause Problem Solving: Diagnose performance issues at their root → whether driven by people, process, systems or execution, and develop action plans that improve inputs, not just outcomes. Establish proactive mechanisms to prevent issues from recurring. Workflow & System Optimization: Work with product and engineering to identify and implement process improvements and system enhancements. Use data and frontline insights to continuously improve how agents work and how customers experience our service. Minimum requirements: 2+ years of experience managing a similar sized team of inbound contact center agents in a high-volume, metric-driven environment Demonstrated ability to manage through others (e.g. team leads or supervisors), holding them accountable for their team’s performance Experience using data to diagnose issues and implement operational or behavioral changes that improved outcomes Track record of driving performance by managing inputs, not just outcomes Comfort working across onshore and offshore teams, ideally in a tech-forward environment Ideal profile: You are a systems thinker who thrives on creating structure and accountability You have a track record of elevating performance and don’t shy away from tough conversations You bring urgency, clarity, and high standards to everything you do You take full ownership of your domain and don’t wait for others to tell you what to do You are energized by rolling up your sleeves, digging into data, and solving problems at their root You believe feedback is a gift and you proactively seek it While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Build and optimize backend automation systems and APIs to improve insurance servicing and customer retention at scale. | At least 2 years full-stack engineering experience with strong problem solving, ownership, and collaboration skills, ideally with large scale distributed consumer-facing software. | 👋 Hi! We’re Jerry.ai. We’re building the first AI-powered AllCar™ super app to make car ownership affordable, seamless, and even magical. From insurance to repairs to road safety, we’re connecting the entire car ownership experience into one mobile-first platform. Our revenue has grown 60x in the last 5 years, we’re profitable, and our goal is to scale from 5M → 50M users next. We’re looking for a Software Engineer II to join our Core Marketplace Automation Team, building automation systems that let our users self-serve, stay insured, and get the smoothest experience possible. This is a rare opportunity to work on software that directly impacts millions of users, automate complex business processes, and shape the future of insurance tech. Why you’ll love working here Real world impact: Your code touches millions of end users every day. Our automation systems already handle complex tasks like document uploads/verification, policy changes, payment, cancellations, and renewals — now we need to make them faster, smarter, and more seamless. Meaningful work: Build tools that automate hundreds of human agent hours and scale our business efficiently. You’ll tackle different types of challenges every day, learning both the technical and business sides of our core products. Zero bureaucracy: Have an idea? Pitch it, implement it, and see it live in days. No red tape, no slow-moving processes. Brilliant + supportive teammates: Work with talented and kind engineers, product managers, and data scientists. Be in an environment that encourages challenging the status quo, innovation, collaboration, and helping each other succeed. Flexibility: Work on projects that excite you. Explore new technologies, like AI/LLM tools, early — without bureaucracy slowing you down. Remote-friendly and flexible work arrangements allowing you to balance life and work, even internationally. Growth + learning: Engineers at Jerry get to take a ton of ownership, swim outside their lanes, level up quickly, and mentor others. Everyone is passionate, involved, and cares intensely about their work and their teammates. What you’ll do Build automation systems that handle complex insurance servicing tasks end-to-end (policy endorsements, cancellations, document uploads, reinstatements) or reduce policy cancellations, improve renewals, and ensure users always have the best coverage. Fast sprint cycles: ship new automations in 1–2 weeks on average. Compose backend business logic that drives automation while respecting complex insurance carrier rules. Design backend pipelines that sync customer policy data, deliver timely alerts, and power seamless re-shopping experiences. Optimize and scale our internal tools (think: in-house DocuSign for servicing) to reduce agent intervention to nearly zero. Collaborate closely with product, data, and engineering ops to anticipate churn and improve customer retention. Work asynchronously across time zones, with minimal meetings but strong collaboration through Asana and Slack. Continuously improve our backend systems, APIs, and microservice architecture. What we’re looking for Experience: At least 2 years full stack engineering experience building production-grade software, ideally prior experience building large scale distributed systems for a fast-growing consumer-facing software. Tech stack: Strong foundations in data structures, algorithms, and systems design matter more than having previous experience with specific languages or frameworks. Problem solver: You enjoy tackling ambiguous problems, breaking them down into actionable code, and iterating quickly. Ownership: You take responsibility for end-to-end outcomes and continuously improve the systems you build. Collaboration: Comfortable working asynchronously across teams and time zones, with excellent communication skills. Curiosity + adaptability: You love learning, exploring new tools, and stepping outside your comfort zone to understand the bigger picture. Our stack Frontend & backend: TypeScript, Nest.js, Next.js, React, React Native, Expo API: GraphQL Data: Postgres, DynamoDB, Clickhouse, Redis Infrastructure: AWS, microservices, containerized services on ECS/EKS, asynchronous processing on Lambda Why Jerry? This isn’t just another coding job — you’ll be solving real-world problems at scale, helping millions of people manage their most expensive (or at least second most expensive) asset more effortlessly. You’ll work in a flexible, fast-moving, and highly collaborative culture, where innovation is encouraged, your voice is heard, and the impact of your work is immediate. You’ll tackle meaningful challenges, learn constantly, and grow alongside extremely talented engineers. 🚀 If this sounds like your kind of place, we want to meet you! While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Own and improve Jerry.ai's AI-driven messaging platform, collaborating with cross-functional teams to enhance automation and customer satisfaction. | 2+ years in management consulting, product management, data analytics, or operations; strong technical and data-driven mindset; passion for AI. | About Jerry.ai Jerry.ai is building America’s first and only AI-powered super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million users, and have helped millions find better auto insurance — and we’re just getting started. About the Opportunity We are looking for a Product Manager to own Jerry.ai’s AI driven communications product. AI and automation are a key component of Jerry.ai’s growth strategy, driving the engagement, conversion, and retention of our customer base. Today, over 70% of customer requests are handled using AI agents built using our internal AI agent development platform, Propelix. Our goal is to increase this number to over 90%, while increasing customer satisfaction and conversion with AI interactions that delight our customers. The messaging infrastructure underlying these communications across SMS, in-app chat, email, and voice, is critical to the success of the platform, and we need your help to scale it up. How you’ll make an impact: Partner closely with our Product, Engineering, and Data Science teams to create lovable AI interactions that increase automation and customer satisfaction. Analyze data to identify and prioritize improvements to our core messaging systems. Identify bottlenecks to solving high-impact issues to shape both our prompt engineering best practices and our technical roadmap. Stay on top of AI trends, best practices, and tech to make strategic decisions. Who You Are You have 2+ years of experience in management consulting, technical product management, data analytics, or operations at a fast paced startup. You’re a technologist and a systems thinker. You’re comfortable in technical conversations and can translate complex ideas into simple terms. You’re data-driven and comfortable diving into data to answer your own questions. You like to own metrics, and constantly seek improvement. You’re an optimist who asks “how we can” not “if we can.” You’re passionate about AI. You use it to automate your day to day, you’re an early adopter of the latest and greatest, and you want to be at the vanguard of leveraging it at scale to deliver outstanding, personalized customer communications. Why You’ll Love It Join a profitable pre-IPO startup with capital, traction, and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Work closely with brilliant leaders and teammates from companies like Amazon, Better, LinkedIn, McKinsey, BCG, Bain Disrupt a massive market and take us to a $10B business in the next few years Our growth is driven by forward-thinking technology: Jerry.ai is getting mentioned in many conversations about our use of GenAI, such as this Forbes article Be immersed in a talent-dense environment and greatly accelerate your career growth Impact millions of users experience with car maintenance and auto insurance While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Build and manage a local Independent Agent Network by forging partnerships, developing operational processes, and leading a sales team to drive growth. | 3+ years in insurance sales or business development, leadership experience managing sales teams, strong communication skills, valid driver's license, and willingness to travel locally frequently. | You could be building a market anywhere. Why us? Join a pre-IPO startup with capital, traction, and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Report directly to Director of New Partnerships who scaled Bird across North and Latin America. Pioneer a brand-new, critical business line—the Independent Agent Network—that is essential for our next phase of growth Disrupt a massive market and take us to a $10B business in the next few years Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: Jerry is growing and looking for an entrepreneurial and results-driven Area Manager to launch and manage our Independent Agent Network in the Phoenix/Scottsdale market! You will be the first person on the ground, responsible for building our foundational book of business from 0-1. As a key early member of the New Partnerships team, you will champion data-driven strategies to create a strong local brand presence and build a pipeline of high-value local referral partners across the entire car ownership ecosystem (insurance, real estate, auto, repair, etc.). Jerry is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We have amassed over 5M customers, raised $240M in funding, and scaled our revenue 60X. How you will make an impact: Forge Critical Local Partnerships: Drive referral growth by identifying, pitching, and closing high-value partnerships across the Phoenix metro area, including dealerships, repair shops, real estate agencies, and other relevant entities. Pioneer the Operational Playbook: Build the foundational book of business and establish the repeatable processes, tools, and strategies that will serve as the national blueprint for future Independent Agent Network expansion. Scale the Success: Recruit, train, and lead a high-performing team of agents, providing mentorship and setting aggressive growth targets to ensure sustainable market penetration and APUM growth. Serve as Jerry's Key Ambassador: Act as the face of Jerry in the Phoenix/Scottsdale market, representing the company at industry, community, and partner events to build brand awareness and establish trust. What you bring: 3+ years of experience in insurance sales, business development, or regional/territory management Proven track record of building complex relationships and successfully closing partnerships in the local market Demonstrated leadership experience in hiring, training, or managing agents or high-velocity sales teams Strong verbal and written communication skills suitable for external partnership development and internal reporting Valid driver’s license and reliable personal vehicle Willingness to travel locally 50–70% of the time across the Phoenix metro area to meet partners and agents Who you are: Entrepreneurial mindset: You are comfortable with ambiguity, motivated by ownership, and driven entirely by growth in an environment where success is defined by your hustle and execution. High Bar for Excellence: You set a very high bar for yourself and for your team, and you are constantly pushing that bar higher in the pursuit of excellence. True Builder: You are energized by the challenge of developing a new business line from nothing and have a framework for problem-solving that is rooted in first principles. While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Manage full-cycle recruiting for various roles, partner with hiring leaders, and continuously improve recruiting practices. | 5+ years of recruiting experience, ability to operate in fast-paced environments, and experience with high-growth startups. | You could be a recruiter anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($2T market size, $240M funded, 60X revenue growth in 5 years, and we’re profitable!) Report directly to a cofounder and work closely with brilliant leaders from companies like Nvidia, Meta, LinkedIn, Better, Lemonade, BCG, McKinsey, Bain, etc. Opportunity to take us to a $10B business and a household name in the next few years Be immersed in a talent-dense environment, greatly accelerate your learning and career growth Why contract-to-perm? Our hiring bar is extremely high, we move fast, and our recruiters are not pipeline pushers or “support”, we’re strategic operators who truly own and drive hiring. The contract phase is a chance for both sides to see if we’re the right match. You’ll get a front-row seat to how we operate – high ownership, high impact, and high expectations – and you’ll know very quickly whether this is an environment where you’ll thrive. If it is, the path to becoming a permanent member will take no longer than 3 months, and you’ll be joining a team that’s redefining what recruiters can do for a business. About the opportunity: Reporting directly to one of our cofounders, you will partner closely with senior leaders and own our most critical searches across a variety of business functions. At Jerry.ai, recruiters play the most important role in the entire company — shaping the future of our organization. We are deeply connected to the work we do and the impact we make. We are continuously raising the bar for ourselves and honing our craft because every team here relies on us to bring in world-class talent. This is a full-time contract position, with an opportunity for permanent employment contingent on performance. If you're looking for a place where you can make a big impact, learn from exceptional team members, and never stop growing, we'd love to hear from you. Jerry.ai is building the first super app to help people save time and money on their car — one of their most expensive assets and a $2T market in the U.S. We are leveraging technology and machine learning to help people optimize every aspect of owning a car including buy/sell, insurance, financing, safety, maintenance/repairs, and more. Since we launched our app in 2019, we have amassed over 5M customers, raised $240M in funding, scaled our revenue 60X and our team to 225 across 7 countries. How you will make an impact: Own full cycle recruiting for mid-to-senior level searches (including leadership hiring) across a variety of business areas including product management, software engineering, data science, business operations, design & research, organic & paid growth, legal, people operations, finance, etc Work closely with our hiring leaders in the U.S, and Canada to develop effective recruiting strategies to meet our teams' ongoing growth needs Mentor and support junior team members on the recruiting team Continuously review, reflect and iterate on our recruiting and interviewing practices to ensure we are utilizing our team's time efficiently without sacrificing quality Who you are: You are a true partner to hiring leaders, always thinking about how to elevate the teams' talent density with each hire and drive the business forward You are a high achiever and are always raising the bar for yourself and for those around you You are as comfortable operating within defined parameters as you are with a high degree of ambiguity You appreciate the complexity and nuance involved in delivering a truly stellar recruiting experience, and you are passionate about continuing to perfect your craft Ideal profile: 5+ years of recruiting experience with progressively increasing complexity in the types of searches you are running Prior recruiting experience at fast-growth startups for product management, product design, or business operations is strongly preferred Track record of being successful in a high velocity, output-driven and demanding environment Bachelor’s Degree While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Own and improve the performance of sales and service teams, ensuring high standards and continuous improvement. | 3+ years managing large contact center teams in a high-volume, metric-driven environment, with strong data analysis and accountability skills. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 40X revenue growth in 4 years | $2T market size). Work closely with brilliant leaders and team mates from companies like McKinsey, BCG, Bain, Nvidia, GEICO, Better, etc. Disrupt a massive market and take us to a $5B business in the next few years. Be immersed in a talent-dense environment and greatly accelerate your career growth. About the opportunity: We are looking for a Senior Manager, Customer Operations to join our Insurance Operations leadership team and ensure our front-line agents are operating at peak performance. This is a critical leadership role responsible for driving execution across our onshore sales and service teams (~50 agents). Reporting to our Director of Insurance Operations, you will also partner with product, engineering, and business analytics teams to evaluate performance data, optimize workflows, and develop performance systems and feedback loops to ensure we hit our sales and service goals consistently. You must be someone who thrives in a fast-paced, high-volume environment and can lead through structure, accountability, and continuous improvement. This role is ideal for someone who wants to take ownership of frontline performance, holds a high bar for results, and isn’t afraid to dig deep to solve problems at their root. Jerry.ai is building the first super app to help people optimize all aspects of owning a car – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, a repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 40X and our team to 250 across 4 countries. How you will make an impact: Performance Management: Build and sustain a high-performance culture by setting clear goals, enforcing accountability, and creating systems that surface underperformance early. Work closely with team leads to track progress daily, provide feedback, and ensure agents are hitting targets across key sales and service metrics. Coaching & Development: Work with team leads to raise the performance of every agent through structured coaching, clear feedback, and consistent expectations. Help create a culture where high performance is recognized and rewarded, and underperformance is addressed head-on. Operational Oversight: Own the day-to-day execution of sales and/or service teams, depending on where the business needs are greatest. Partner with functional leads to ensure alignment on priorities and translate strategic goals into weekly agent-level plans. Root Cause Problem Solving: Diagnose performance issues at their root → whether driven by people, process, systems or execution, and develop action plans that improve inputs, not just outcomes. Establish proactive mechanisms to prevent issues from recurring. Workflow & System Optimization: Work with product and engineering to identify and implement process improvements and system enhancements. Use data and frontline insights to continuously improve how agents work and how customers experience our service. Minimum requirements: 3+ years of experience managing a similar sized team of inbound contact center agents and team leads or supervisors, in a high-volume, metric-driven environment Demonstrated ability to manage through others (e.g. team leads or supervisors), holding them accountable for their team’s performance Experience using data to diagnose issues and implement operational or behavioral changes that improved outcomes Track record of driving performance by managing inputs, not just outcomes Comfort working across onshore and offshore teams, ideally in a tech-forward environment Ideal profile: You are a systems thinker who thrives on creating structure and accountability You have a track record of elevating performance and don’t shy away from tough conversations You bring urgency, clarity, and high standards to everything you do You take full ownership of your domain and don’t wait for others to tell you what to do You are energized by rolling up your sleeves, digging into data, and solving problems at their root You believe feedback is a gift and you proactively seek it While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Designing user flows, wireframes, prototypes, and collaborating on UX improvements for consumer-facing products. | 5+ years of experience in UX/UI design for mobile or web products, strong portfolio, proficiency in Figma, and ability to translate complex data into simple workflows. | You could work anywhere. Why join Jerry? Jerry is building the first AI-powered assistant for car ownership, making it easy and affordable for the 80% of Americans who rely on their cars every day. From buying and insurance to financing, safety, and repairs, we’re reimagining the entire experience of owning a car. It’s a $2T industry that’s fragmented, analog, and full of friction — and no one else is tackling it end-to-end. Since launching in 2019, over 5 million people have trusted Jerry to manage their car insurance, maintenance, and safety. We reached profitability in 2024, are backed by $240M in funding, and are on track to become a $10B company by 2030. Customers love what we’ve built, and we’re just getting started. Now we’re ready to elevate our craft, define our brand, and design the next generation of products that make car ownership feel effortless. In other words: we have function. Now we need form. Why this role matters Design is how we make car ownership feel easy… and even enjoyable. As a Senior Product Designer, you’ll play a key role in shaping how millions of people interact with Jerry’s core products. You’ll collaborate closely with PMs, engineers, and data scientists to translate complex problems and data into clear, intuitive, and visually polished experiences. You’ll own end-to-end design. From mapping user flows and crafting wireframes to refining high-fidelity visuals, and using prototypes to bring ideas to life. Your work will help drivers make better decisions about insurance, safety, and repairs with confidence and ease. What you’ll work on Partner with PMs and engineers to define user problems, simplify data-heavy experiences, and design solutions that drive measurable outcomes. Create user flows, low- and high-fidelity wireframes, prototypes, and final UI for features across Jerry’s core products. Lead UX explorations for complex problems — structuring workflows that make car ownership and management feel simple and intuitive. Leverage research, analytics, and experimentation to inform design decisions and validate your approach. Collaborate with other designers to evolve our design system and raise our craft bar across mobile and web. Thoughtfully apply AI to improve clarity, personalization, and automation in the experience. Who you’ll work with You won’t be another cog in a big design machine. You’ll collaborate directly with: Kruise Sapstein – Head of Design, leading Jerry’s product design vision and building a high-performing, high-craft design culture. Art Agrawal – CEO & Head of Product, shaping company direction and customer experience at the highest level. A broader product org of 11 PMs, 55 engineers, and 12 analysts/data scientists, all driven (🚗) to build a best-in-class consumer experience. What we’re looking for A portfolio that showcases strong UX thinking, data-informed decision making, and clean, intuitive interface design. 5+ years of experience designing consumer-facing mobile or web products (agency or in-house). Proven ability to translate complex data and product requirements into simple, elegant workflows. Comfortable collaborating with PMs and engineers to define scope, prioritize solutions, and iterate quickly. Skilled in Figma and experienced with rapid prototyping tools to communicate ideas clearly. Understanding of design systems and how to use or evolve them for consistency and scale. Excellent communication skills — able to articulate design rationale clearly to technical and non-technical partners. Bonus: experience in marketplaces, fintech, insurance, or mobility. While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Build, maintain, and optimize cloud infrastructure and automation tools to support scalable, reliable, and secure systems. | B.S. in Computer Science or related field, 5+ years experience with AWS, strong coding skills in Python or Golang, and experience in system analysis and problem solving. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size). Work closely with brilliant leaders and teammates from companies like McKinsey, BCG, Bain, Nvidia, Lemonade, GEICO, Amazon, etc. Disrupt a massive market and take us to a $10B business in the next few years. Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: Jerry.ai is seeking a Sr. Platform Engineer to help us build out our infrastructure for scale. We've achieved product-market fit and are in a rapid scaling phase, making this a critical moment for our team. We need skilled problem-solver who is capable building, maintaining, and optimizing the core systems that power our business. In this role, you'll be the key driver of automation, scalability, and reliability across our entire infrastructure and CI/CD pipelines. This is a hands-on position where you'll be responsible for more than just keeping the lights on. You will be a strategic partner, designing and implementing solutions that enable our engineering teams to move faster and deliver high-quality products to our customers. Jerry.ai is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries. As a Sr. Platform Engineer on the team, you will: Develop systems / components to improve operational simplicity and reliability of Jerry’s product systems, for example, monitoring system, deployment automation, and diagnosis tools etc; Support Jerry’s infrastructure including managing our cloud accounts end to end, ensuring robustness and security Develop systems and tools to manage the security access and capacity planning of cloud resources; Work with various product teams to guide systems architecture and offer suggestions for reliability and optimization of production systems; Be the shepherd to coordinate Jerry’s production incident handling across teams A few more specifics about YOU: B.S. degree in Computer Science or related discipline; 5+ years of experience working with Amazon AWS services and tools, such as ECS, EKS, RDS, S3, ElasticCache, ELB, ECR, cdk etc; Meticulous attention to detail to ensure systems are always up Solid coding skills preferably in Python or Golang, familiarity with NodeJS and Typescript, and strong system analysis and problem solving skills; Excellent teammate with strong communication, collaboration, and technical writing skills; Highly motivated and thrive in dynamic and fast-paced environments with a real passion for ensuring scalable and highly available systems in the cloud While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Partner with teams to analyze data, run experiments, and optimize business growth strategies. | Bachelor's in a quantitative discipline, 2+ years in management consulting or business analysis, proficiency in SQL, problem-solving framework, and strong communication skills. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Partner with our VP of BizOps & Analytics, Armando La Rocca (ex-BCG, Better) Disrupt a massive market and take us to a $10B business in the next few years Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: Jerry is looking for a Senior Associate, Business Operations to join our growing team! We hit a huge milestone in early 2024 by achieving profitability and have ambitious goals for the next few years — scale from 5M to 50M customers and become a $10B business. As a Senior Associate, Business Operations, you will play a key role in championing data-driven decisions across the company’s most critical business initiatives (including carrier growth and development, building new products from 0-1, etc.). As part of the business operations & analytics team, you will leverage advanced machine learning models to conduct in-depth analyses and extract insights that will shape our growth strategies. Jerry is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries. Here's what an ex-McKinsey teammate has to say about joining Jerry: "I’ve really enjoyed working at Jerry because it’s allowed me to flex the strategy muscles I built at McKinsey while also getting much closer to implementation. Unlike traditional consulting, I’m not just handing off a recommendation — I actually get to own the metrics, design A/B tests, and see how our strategies play out in the real world. Jerry has a deeply data-driven culture. We A/B test everything, and there’s been a big investment in data infrastructure — from clean, well-structured data to a strong data engineering team that supports real decision-making. As a result, the data and BizOps team is seen as a core strategic partner within the company. Another thing I’ve appreciated is the team itself. A lot of people here come from MBB, so I’ve still got the energy, sharp thinking, and high bar that I had at McKinsey — but now I also get to build, test, and iterate on the strategies I help develop. It’s a great mix of ownership, rigor, and impact." How you will make an impact: Partner with marketing, product, and business development teams to integrate customer performance insights into user and partner acquisition strategies Lead the design, execution, and analysis of A/B experiments on new and existing features, extracting key insights to inform product and business strategies Define, understand, and test levers to drive profitable and scalable user acquisition and partnership growth Identify opportunities to automate manual processes and optimize operational efficiency Preferred experience: Bachelor’s degree in a quantitatively or intellectually rigorous discipline 2+ years of management consulting experience from a top firm (McKinsey, Bain, and Boston Consulting Group preferred) OR relevant experience in business analysis/operations High level of comfort with SQL and/or running complex data analysis Who you are: You have a framework for problem solving and live by first principles You are comfortable communicating with audiences varying from front-line employees to the company’s C-suite You set a very high bar for yourself and for your team, and you are constantly pushing that bar higher in the pursuit of excellence While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

Build and optimize automation systems and backend pipelines for insurance servicing, collaborating asynchronously to improve customer retention and scale the platform. | At least 5 years full-stack engineering experience with strong foundations in data structures, algorithms, and systems design, comfortable working asynchronously and owning end-to-end outcomes. | 👋 Hi! We’re Jerry.ai. We’re building the first AI-powered AllCar™ super app to make car ownership affordable, seamless, and even magical. From insurance to repairs to road safety, we’re connecting the entire car ownership experience into one mobile-first platform. Our revenue has grown 60x in the last 5 years, we’re profitable, and our goal is to scale from 5M → 50M users next. We’re looking for a Senior Software Engineer to join our Core Marketplace Automation Team, building automation systems that let our users self-serve, stay insured, and get the smoothest experience possible. This is a rare opportunity to work on software that directly impacts millions of users, automate complex business processes, and shape the future of insurance tech. Why you’ll love working here Real world impact: Your code touches millions of end users every day. Our automation systems already handle complex tasks like document uploads/verification, policy changes, payment, cancellations, and renewals — now we need to make them faster, smarter, and more seamless. Meaningful work: Build tools that automate hundreds of human agent hours and scale our business efficiently. You’ll tackle different types of challenges every day, learning both the technical and business sides of our core products. Zero bureaucracy: Have an idea? Pitch it, implement it, and see it live in days. No red tape, no slow-moving processes. Brilliant + supportive teammates: Work with talented and kind engineers, product managers, and data scientists. Be in an environment that encourages challenging the status quo, innovation, collaboration, and helping each other succeed. Flexibility: Work on projects that excite you. Explore new technologies, like AI/LLM tools, early — without bureaucracy slowing you down. Remote-friendly and flexible work arrangements allowing you to balance life and work, even internationally. Growth + learning: Engineers at Jerry get to take a ton of ownership, swim outside their lanes, level up quickly, and mentor others. Everyone is passionate, involved, and cares intensely about their work and their teammates. What you’ll do Build automation systems that handle complex insurance servicing tasks end-to-end (policy endorsements, cancellations, document uploads, reinstatements) or reduce policy cancellations, improve renewals, and ensure users always have the best coverage. Fast sprint cycles: ship new automations in 1–2 weeks on average. Compose backend business logic that drives automation while respecting complex insurance carrier rules. Design backend pipelines that sync customer policy data, deliver timely alerts, and power seamless re-shopping experiences. Optimize and scale our internal tools (think: in-house DocuSign for servicing) to reduce agent intervention to nearly zero. Collaborate closely with product, data, and engineering ops to anticipate churn and improve customer retention. Work asynchronously across time zones, with minimal meetings but strong collaboration through Asana and Slack. Continuously improve our backend systems, APIs, and microservice architecture. What we’re looking for Experience: At least 5 years full stack engineering experience building production-grade software, ideally prior experience building large scale distributed systems for a fast-growing consumer-facing software. Tech stack: Strong foundations in data structures, algorithms, and systems design matter more than having previous experience with specific languages or frameworks. Problem solver: You enjoy tackling ambiguous problems, breaking them down into actionable code, and iterating quickly. Ownership: You take responsibility for end-to-end outcomes and continuously improve the systems you build. Collaboration: Comfortable working asynchronously across teams and time zones, with excellent communication skills. Curiosity + adaptability: You love learning, exploring new tools, and stepping outside your comfort zone to understand the bigger picture. Our stack Frontend & backend: TypeScript, Nest.js, Next.js, React, React Native, Expo API: GraphQL Data: Postgres, DynamoDB, Clickhouse, Redis Infrastructure: AWS, microservices, containerized services on ECS/EKS, asynchronous processing on Lambda Why Jerry? This isn’t just another coding job — you’ll be solving real-world problems at scale, helping millions of people manage their most expensive (or at least second most expensive) asset more effortlessly. You’ll work in a flexible, fast-moving, and highly collaborative culture, where innovation is encouraged, your voice is heard, and the impact of your work is immediate. You’ll tackle meaningful challenges, learn constantly, and grow alongside extremely talented engineers. 🚀 If this sounds like your kind of place, we want to meet you! While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

As a Senior Associate, you will champion data-driven decisions across critical business initiatives and lead the design and analysis of A/B experiments. You will partner with various teams to integrate insights into user and partner acquisition strategies. | A bachelor's degree in a quantitatively rigorous discipline is preferred, along with 2+ years of management consulting experience or relevant business analysis experience. Candidates should be comfortable with SQL and complex data analysis. | You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 60X revenue growth in 5 years | $2T market size) Partner with our VP of BizOps & Analytics, Armando La Rocca (ex-BCG, Better) Disrupt a massive market and take us to a $10B business in the next few years Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: Jerry is looking for a Senior Associate, Business Operations to join our growing team! We hit a huge milestone in early 2024 by achieving profitability and have ambitious goals for the next few years — scale from 5M to 50M customers and become a $10B business. As a Senior Associate, Business Operations, you will play a key role in championing data-driven decisions across the company’s most critical business initiatives (including carrier growth and development, building new products from 0-1, etc.). As part of the business operations & analytics team, you will leverage advanced machine learning models to conduct in-depth analyses and extract insights that will shape our growth strategies. Jerry is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched loan refinancing, driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 60X and our team to 225 across 6 countries. Here's what an ex-McKinsey teammate has to say about joining Jerry: "I’ve really enjoyed working at Jerry because it’s allowed me to flex the strategy muscles I built at McKinsey while also getting much closer to implementation. Unlike traditional consulting, I’m not just handing off a recommendation — I actually get to own the metrics, design A/B tests, and see how our strategies play out in the real world. Jerry has a deeply data-driven culture. We A/B test everything, and there’s been a big investment in data infrastructure — from clean, well-structured data to a strong data engineering team that supports real decision-making. As a result, the data and BizOps team is seen as a core strategic partner within the company. Another thing I’ve appreciated is the team itself. A lot of people here come from MBB, so I’ve still got the energy, sharp thinking, and high bar that I had at McKinsey — but now I also get to build, test, and iterate on the strategies I help develop. It’s a great mix of ownership, rigor, and impact." How you will make an impact: Partner with marketing, product, and business development teams to integrate customer performance insights into user and partner acquisition strategies Lead the design, execution, and analysis of A/B experiments on new and existing features, extracting key insights to inform product and business strategies Define, understand, and test levers to drive profitable and scalable user acquisition and partnership growth Identify opportunities to automate manual processes and optimize operational efficiency Preferred experience: Bachelor’s degree in a quantitatively or intellectually rigorous discipline 2+ years of management consulting experience from a top firm (McKinsey, Bain, and Boston Consulting Group preferred) OR relevant experience in business analysis/operations High level of comfort with SQL and/or running complex data analysis Who you are: You have a framework for problem solving and live by first principles You are comfortable communicating with audiences varying from front-line employees to the company’s C-suite You set a very high bar for yourself and for your team, and you are constantly pushing that bar higher in the pursuit of excellence While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.

The role involves full cycle recruiting for various business functions, partnering with leaders, and improving recruiting practices. | Requires 7+ years of recruiting experience, preferably in fast-growth startups, with a focus on product management, design, or operations. | You could be a recruiter anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($2T market size, $240M funded, 60X revenue growth in 5 years, and we’re profitable!) Report directly to a cofounder and work closely with brilliant leaders from companies like Nvidia, Meta, LinkedIn, Better, Lemonade, BCG, McKinsey, Bain, etc. Opportunity to take us to a $10B business and a household name in the next few years Be immersed in a talent-dense environment, greatly accelerate your learning and career growth Why contract-to-perm? Our hiring bar is extremely high, we move fast, and our recruiters are not pipeline pushers or “support”, we’re strategic operators who truly own and drive hiring. The contract phase is a chance for both sides to see if we’re the right match. You’ll get a front-row seat to how we operate – high ownership, high impact, and high expectations – and you’ll know very quickly whether this is an environment where you’ll thrive. If it is, the path to becoming a permanent member will take no longer than 3 months, and you’ll be joining a team that’s redefining what recruiters can do for a business. About the opportunity: Reporting directly to one of our cofounders, you will partner closely with senior leaders and own our most critical searches across a variety of business functions. At Jerry.ai, recruiters play the most important role in the entire company — shaping the future of our organization. We are deeply connected to the work we do and the impact we make. We are continuously raising the bar for ourselves and honing our craft because every team here relies on us to bring in world-class talent. This is a full-time contract position, with an opportunity for permanent employment contingent on performance. If you're looking for a place where you can make a big impact, learn from exceptional team members, and never stop growing, we'd love to hear from you. Jerry.ai is building the first super app to help people save time and money on their car — one of their most expensive assets and a $2T market in the U.S. We are leveraging technology and machine learning to help people optimize every aspect of owning a car including buy/sell, insurance, financing, safety, maintenance/repairs, and more. Since we launched our app in 2019, we have amassed over 5M customers, raised $240M in funding, scaled our revenue 60X and our team to 225 across 7 countries. How you will make an impact: Own full cycle recruiting for mid-to-senior level searches (including leadership hiring) across a variety of business areas including product management, software engineering, data science, business operations, design & research, organic & paid growth, legal, people operations, finance, etc Work closely with our hiring leaders in the U.S, and Canada to develop effective recruiting strategies to meet our teams' ongoing growth needs Mentor and support junior team members on the recruiting team Continuously review, reflect and iterate on our recruiting and interviewing practices to ensure we are utilizing our team's time efficiently without sacrificing quality Who you are: You are a true partner to hiring leaders, always thinking about how to elevate the teams' talent density with each hire and drive the business forward You are a high achiever and are always raising the bar for yourself and for those around you You are as comfortable operating within defined parameters as you are with a high degree of ambiguity You appreciate the complexity and nuance involved in delivering a truly stellar recruiting experience, and you are passionate about continuing to perfect your craft Ideal profile: 7+ years of recruiting experience with progressively increasing complexity in the types of searches you are running Prior recruiting experience at fast-growth startups for product management, product design, or business operations is strongly preferred Track record of being successful in a high velocity, output-driven and demanding environment Bachelor’s Degree While we appreciate your interest and application, only applicants under consideration will be contacted. Jerry.ai is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race, religion, color, national origin, sex, pregnancy, reproductive health decisions or related medical conditions, sexual orientation, gender identity, gender expression, age, veteran status, disability, genetic information, or other characteristics protected by applicable local, state or federal laws. Jerry.ai is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability, please contact us at recruiting@jerry.ai The successful candidate’s starting pay will fall within the pay range listed on this job posting, determined based on job-related factors including, but not limited to, skills, experience, qualifications, work location, and market conditions. Ranges are market-dependent and may be modified in the future. In addition to base salary, the compensation may include opportunities for equity grants. We offer a comprehensive benefits package to regular employees, including health, dental, and vision coverage, paid time off, paid parental leave, 401(K) plan with employer matching, and wellness benefits, among others. Equity opportunities may also be part of your total rewards package. Part-time, contract, or freelance roles may not be eligible for certain benefits. About Jerry.ai: Jerry.ai is America’s first and only super app to radically simplify car ownership. We are redefining how people manage owning a car, one of their most expensive and time-consuming assets. Backed by artificial intelligence and machine learning, Jerry.ai simplifies and automates owning and maintaining a car while providing personalized services for all car owners' needs. We spend every day innovating and improving our AI-powered app to provide the best possible experience for our customers. From car insurance and financing to maintenance and safety, Jerry.ai does it all. We are the #1 rated and most downloaded app in our category with a 4.7 star rating in the App Store. We have more than 5 million customers — and we’re just getting started. Jerry.ai was founded in 2017 by serial entrepreneurs and has raised more than $240 million in financing. Join our team and work with passionate, curious and egoless people who love solving real-world problems. Help us build a revolutionary product that’s disrupting a massive market.