Jerry.ai

Lead partnership development and deal structuring to grow new product lines and marketplace supply. | Requires 5+ years in business development or strategy with proven complex deal closing and ability to build new functions. | The Opportunity Your car and your home are your most important assets, yet the experience of owning them is stuck in the 90s. Every part of the journey - insurance, repairs, financing, maintenance - is fragmented, complicated, and expensive. Jerry.ai is building the first app to manage it all. We started with car insurance in 2019, became one of the top three brokers in the country, then added driving insights, diagnostics, and a repair marketplace. We've reached 5M+ customers, raised $240M+, scaled revenue 70X, and became profitable in early 2024. The next chapter is expanding beyond cars into home, motorcycle, and other physical assets. That expansion relies on growing our partnerships with insurance carriers, product providers, and distribution partners. The problem is that the most valuable partners are the hardest to land. They're large, they move slowly, and they require complex deal structuring. Getting them across the line requires creativity, persistence, and sharp judgment about what to offer, how to frame it, and when to push. That's what you’ll own: the end-to-end partnerships motion for Jerry's new product lines including building the pipeline, structuring the deals, and making sure the partners we land succeed. And if you’re successful, Jerry grows faster and serves customers better across every product we offer. Why You Will (Or Won't) Like Working Here No playbook: For our newer verticals - home, motorcycle, and adjacent products - the partnership model is still being defined. You'll be scoping what to build, not executing a proven formula. Complex deals & long cycles: You’ll work on complex deal structures that take months to close. And many won't close at all. This role requires someone with an analytical mind, strong judgment, and persistence. Heavily cross-functional: We’re a lean and flat org. You will likely work across product, engineering, data science, legal, finance, and executive leadership on every deal. What You'll Own We're looking for a scrappy Business Development / Partnerships Lead to grow the supply side of our marketplace and to open the partnerships that unlock our next lines of business. This role reports directly to the Vice President of Partnerships. Build and run the partnerships pipeline for Jerry's new product lines, from initial outreach through signed agreement and successful onboarding. Lead insurance carrier and partner conversations independently - qualifying partner fit, understanding what each partner needs, structuring the right value proposition for each, and running the process to close. Design creative deal structures for partners who won't fit a standard path. If the obvious approach gets a no, you figure out what alternative arrangement unlocks the relationship. Own partner success post-close — work with internal teams to make sure new partners ramp, stay engaged, and become long-term relationships rather than one-time transactions. Contribute to vertical strategy — your ground-level view of what partners will and won't accept feeds directly into how we sequence and structure new product bets. Who You Are Truth-Seeking: You verify before you conclude. You ask the question that surfaces what a partner actually cares about - including the thing they didn't say directly. You use what you learn to guide the team, not just yourself. Creative: When the standard path is blocked, you find the non-obvious route. You generate new deal structures, partnership models, and go-to-market approaches that hadn’t been done before you arrived. Meticulous: You notice the data point a partner drops in passing. You catch the inconsistency in a term sheet before it becomes a problem. How you represent Jerry to an external partner reflects your judgment, and you take that seriously. Builder: You break ambiguous problems into clear steps and personally drive them across the finish line. You easily flex between strategic and hands-on. What You'll Bring 5+ years in business development, partnerships, or strategy consulting with a track record of closing complex, multi-stakeholder deals. Experience building 0-to-1: you've launched a new partnership category, entered a new market, or built a BD function without inheriting a working model. Background that combines at least two of: consulting or structured problem-solving, BD or sales execution, early-stage startup operating experience. Demonstrated ability to engage senior external stakeholders and navigate large partner organizations independently. Strong written and verbal communication: you can present a complex deal structure simply and credibly to an executive audience. 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 operational foundation of People function including payroll, benefits, compliance, and global workforce operations with offshore team management. | 7+ years in People Operations with payroll, benefits, compliance ownership in high-growth startup, expertise in multi-state compliance, HRIS, and offshore team management. | 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 Nvidia, Better, McKinsey, 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 hiring a Senior People Operations Manager to lead the operational foundation of our People function. This role will own the day-to-day and strategic execution of payroll, benefits, HR compliance, employment taxes, HR systems, immigration coordination, and global workforce operations (including EOR management). This role will also manage a distributed People Operations support team (two Philippines-based associates) responsible for daily execution and employee support workflows. You will set priorities, ensure operational rigor, and raise the bar on accuracy, documentation, and service delivery as the company scales. This position partners closely with our HRBP lead, who will focus on employee relations, performance management, talent density, and leadership support—while you ensure the systems and operations behind the employee experience are consistent, compliant, and scalable. This position can be fully remote from AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NY, NV, OR, TN, TX, UT, VA, or Ontario, Canada, or onsite/hybrid from Palo Alto, New York, or Toronto. Key Responsibilities: People Operations & Team Leadership: Team Management: Lead a distributed offshore People Ops team; provide coaching and structure to two direct reports. Service Delivery: Establish workflows, quality standards, and SLAs for onboarding, payroll, and benefits. Process Excellence: Drive HRIS data integrity, automation, and self-service to reduce manual work and scale operations. Building and utilizing AI tools to automate and optimize HR processes. Payroll, Benefits & Finance: Payroll Ownership: Oversee end-to-end payroll processing, tax withholding, and year-end reporting (W-2s) for all populations. Benefits Strategy: Lead open enrollment and manage the full suite of health and retirement programs, vendor performance, and broker relations. Global Operations: Manage EOR partnerships for international employees, including contract updates and cost forecasting with Finance. Compliance, Risk & Lifecycle: Regulatory Oversight: Own the compliance calendar (federal, state, local) and lead audits for payroll and documentation. Employee Lifecycle: Oversee onboarding/offboarding execution and streamline operational handoffs with IT and Legal. Mobility: Coordinate with counsel to manage immigration filings, visa tracking, and work authorization support. What Success Looks Like: Payroll and benefits run smoothly, with minimal escalations and high employee trust. Compliance processes are proactive, organized, and audit-ready at all times. EOR and immigration workflows are predictable, well-managed, and low-risk. Associates are well-supported and operating with clarity, accountability, and strong quality standards. People Ops runs as a scalable service function—fast, accurate, and consistent. Qualifications: 7+ years of progressive People Operations experience, including payroll, benefits, and compliance ownership at a fast-growing startup that scaled from 150 to 350 employees. Experience managing a distributed or offshore operations team is strongly preferred. Strong understanding of multi-state employment compliance and operational risk management. Experience partnering with external vendors (payroll, benefits, EOR, immigration counsel). High attention to detail and strong judgment handling confidential employee data. Strong project management skills and ability to execute against deadlines. Preferred Qualifications: Experience managing EOR platforms (Deel, Remote, Rippling Global, Oyster, Papaya, etc.). Familiarity with immigration support processes and vendor coordination. Experience in a high-growth startup environment. HRIS expertise and comfort driving process automation. 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 data-driven growth strategies, design and execute A/B tests, and automate processes for operational efficiency. | Bachelor's degree in quantitative discipline with 2+ years management consulting or business analysis experience and SQL proficiency required. | 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.

Lead operational foundation of People function including payroll, benefits, compliance, and global workforce operations. | 7+ years progressive People Operations experience with payroll, benefits, compliance in high-growth startup and managing distributed teams. | 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 Nvidia, Better, McKinsey, 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 hiring a Senior People Operations Manager to lead the operational foundation of our People function. This role will own the day-to-day and strategic execution of payroll, benefits, HR compliance, employment taxes, HR systems, immigration coordination, and global workforce operations (including EOR management). This role will also manage a distributed People Operations support team (two Philippines-based associates) responsible for daily execution and employee support workflows. You will set priorities, ensure operational rigor, and raise the bar on accuracy, documentation, and service delivery as the company scales. This position partners closely with our HRBP lead, who will focus on employee relations, performance management, talent density, and leadership support—while you ensure the systems and operations behind the employee experience are consistent, compliant, and scalable. This position can be fully remote from AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NY, NV, OR, TN, TX, UT, VA, or Ontario, Canada, or onsite/hybrid from Palo Alto, New York, or Toronto. Key Responsibilities: People Operations & Team Leadership: Team Management: Lead a distributed offshore People Ops team; provide coaching and structure to two direct reports. Service Delivery: Establish workflows, quality standards, and SLAs for onboarding, payroll, and benefits. Process Excellence: Drive HRIS data integrity, automation, and self-service to reduce manual work and scale operations. Building and utilizing AI tools to automate and optimize HR processes. Payroll, Benefits & Finance: Payroll Ownership: Oversee end-to-end payroll processing, tax withholding, and year-end reporting (W-2s) for all populations. Benefits Strategy: Lead open enrollment and manage the full suite of health and retirement programs, vendor performance, and broker relations. Global Operations: Manage EOR partnerships for international employees, including contract updates and cost forecasting with Finance. Compliance, Risk & Lifecycle: Regulatory Oversight: Own the compliance calendar (federal, state, local) and lead audits for payroll and documentation. Employee Lifecycle: Oversee onboarding/offboarding execution and streamline operational handoffs with IT and Legal. Mobility: Coordinate with counsel to manage immigration filings, visa tracking, and work authorization support. What Success Looks Like: Payroll and benefits run smoothly, with minimal escalations and high employee trust. Compliance processes are proactive, organized, and audit-ready at all times. EOR and immigration workflows are predictable, well-managed, and low-risk. Associates are well-supported and operating with clarity, accountability, and strong quality standards. People Ops runs as a scalable service function—fast, accurate, and consistent. Qualifications: 7+ years of progressive People Operations experience, including payroll, benefits, and compliance ownership at a fast-growing startup that scaled from 150 to 350 employees. Experience managing a distributed or offshore operations team is strongly preferred. Strong understanding of multi-state employment compliance and operational risk management. Experience partnering with external vendors (payroll, benefits, EOR, immigration counsel). High attention to detail and strong judgment handling confidential employee data. Strong project management skills and ability to execute against deadlines. Preferred Qualifications: Experience managing EOR platforms (Deel, Remote, Rippling Global, Oyster, Papaya, etc.). Familiarity with immigration support processes and vendor coordination. Experience in a high-growth startup environment. HRIS expertise and comfort driving process automation. 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, design experiments, and optimize operational processes to support growth strategies. | Requires 2+ years of experience in business analysis or operations, comfort with SQL, and a background in management consulting or similar roles. | 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.

As a Staff Product Designer, you will lead design for key products across Jerry’s core offerings and ship features that modernize car care for everyday drivers. Your work will directly shape the experience for millions of users and set the standard for years to come. | Candidates should have a portfolio demonstrating exceptional visual design and thoughtful UX, with 12+ years of product design experience. Proven ability to own projects end-to-end and experience in building design systems is also required. | 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 Millions of people rely on Jerry to make buying, owning, and maintaining their car easier and more affordable. We want Jerry to feel like a trusted friend in your pocket. Someone who handles the hard parts, explains things clearly, and has your back when it matters most. Design is how that vision comes to life. As a Staff Product Designer, you’ll help shape how Jerry looks, feels, and works . Defining what great design means at scale. You’ll lead design initiatives from 0 →1, elevate design quality across products, and influence how we tell our story through craft and clarity. Your work will directly shape the experience for millions of users and set the standard for years to come. What you’ll work on Lead design for key products across Jerry’s core offerings — insurance, safety, repairs, and beyond. Ship 0→1 features that modernize car care for everyday drivers. Partner with research, product, and data to identify opportunities and turn insights into impactful design. Create elegant, frictionless experiences that drive measurable gains in engagement and retention. Build and evolve Jerry’s design system to ensure consistency, scalability, and visual excellence. Thoughtfully apply AI to make our experience faster, clearer, and more personal. Raise the bar for UX and visual design in the form of clarity, speed, and craft. 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 demonstrates exceptional visual design, thoughtful UX, and shipped consumer products at scale. 12+ years of product design experience (agency or in-house), ideally across mobile and web. Proven ability to own projects end-to-end — from research and concept to launch and iteration. Experience building and evolving design systems in collaboration with engineering. Comfort working in fast-paced environments and shipping quality work quickly. Excellent communication and storytelling skills to align cross-functional teams. Bonus: experience in marketplaces, fintech, mobility, or 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.

Partner with hiring leaders to manage full-cycle recruiting for various business functions and continuously improve recruiting practices. | 7+ years of recruiting experience, preferably in fast-growth startups, with a proven track record in high-velocity environments. | 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.

The Customer Service Agent will respond to inbound calls from existing customers and process service requests related to their insurance policies. They will also assist customers with questions and work to retain policyholders at risk of cancellation. | Candidates should have at least 2 years of experience in a call center environment and a passion for helping others. The ability to multitask and manage competing priorities is essential. | About the Opportunity: Come join one of the fastest-growing fintech startups in the U.S! At Jerry, we’re on a mission to help car owners save time and money on one of their most expensive and high maintenance assets. Since launching our mobile app in 2019, we have amassed over 4M customers, and expanded beyond insurance shopping to refinancing, safety and repairs to become the #1 rated AllCar app in the App Store. We are looking for a Customer Service Agent to join our growing team! In this role, you will be responsible for helping our existing customers make changes to their current insurance policies from one of Jerry's 55+ insurance carrier partners. From processing service changes to answering questions regarding policy details, you will support our customers with enthusiasm and care. If you are looking for an opportunity to make a measurable difference in the lives of millions, we'd love to hear from you! How you will make an impact: Respond to inbound calls from existing customers Process service requests such as adding/removing vehicles and drivers, adding lienholder information, sending policy documents, etc. Help customers with questions they have regarding existing insurance policies in relation to coverages or policy benefits or make changes to existing policy Work to retain Jerry policyholders by actively finding solutions for customers who are at risk of cancellation to make a measurable difference in the lives of millions, we'd love to hear from you! Who you are: You can multitask and manage multiple competing priorities You are passionate about helping others Has 2+ years of experience working in a call center environment Compensation and perks: Hourly wage: $19.00 - 21.00 We will pay for your P&C license (expected within 60 days after starting) Medical, dental, vision insurance, 401K match Ability to work remotely (we provide work equipment) Ongoing training and mentorship from our leadership team An outstanding portfolio of insurance carriers and products - we work with over 55 carriers to ensure we can offer our customers the best options for them Schedule: Monday to Friday 3:30pm - 12am EST 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 owning full cycle recruiting for various business functions, partnering with leaders, and continuously improving recruiting practices. | Requires 5+ years of recruiting experience, preferably in fast-growth startups, with a track record of success in high-velocity environments. | 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.

As a Senior Associate, you will champion data-driven decisions across critical business initiatives and partner with various teams to integrate customer performance insights into strategies. You will lead the design and analysis of A/B experiments to inform product and business 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.

Partner with teams to analyze data, optimize processes, and support growth strategies in a fast-paced startup environment. | Bachelor's degree in a quantitative discipline, 1+ years of management consulting or relevant experience, and proficiency with SQL or 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 Business Operations Associate 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 Business Operations Associate, 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-Bain teammate has to say about joining Jerry: “I’ve really enjoyed my time at Jerry. From day one, I’ve owned complex, high-impact problems and have the opportunity to apply structured thinking, deep customer research, and analytics to drive real results. The Data Science & BizOps team is incredibly versatile, and there are no rigid rules on ownership. If you have a strong, data-backed hypothesis, you are given the resources needed to drive projects from start to finish—but what really sets Jerry apart is the talent density. Working with exceptionally sharp, driven teammates has accelerated my growth and made the experience deeply rewarding.” 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 1+ 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.

As a Senior Product Designer, you will shape how millions interact with Jerry’s products by translating complex problems into intuitive experiences. You will own end-to-end design, from user flows to high-fidelity visuals. | The role requires a portfolio showcasing strong UX thinking and at least 5 years of experience in designing consumer-facing products. Candidates should be skilled in Figma and have excellent communication skills. | 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.

As a Senior Associate, Business Operations, you will champion data-driven decisions across critical business initiatives and partner with various teams to integrate customer performance insights into strategies. You will also lead the design and analysis of A/B experiments to inform product and business 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. High comfort with SQL and complex data analysis is also required. | 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.

Manage full cycle recruiting for various business functions, develop recruiting strategies, and improve hiring practices. | 7+ years of recruiting experience, preferably in fast-growth startups, with a bachelor's degree. | 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: You will partner closely with hiring 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 junior-to-mid level searches 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 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 full cycle recruiting experience Prior recruiting experience at fast-growth startups 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.

Lead data-driven business initiatives by partnering with marketing, product, and business development teams to optimize user acquisition and operational efficiency. | Requires 1+ years of management consulting or relevant business analysis experience, strong SQL skills, and ability to communicate across organizational levels. | 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 Business Operations Associate 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 Business Operations Associate, 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-Bain teammate has to say about joining Jerry: “I’ve really enjoyed my time at Jerry. From day one, I’ve owned complex, high-impact problems and have the opportunity to apply structured thinking, deep customer research, and analytics to drive real results. The Data Science & BizOps team is incredibly versatile, and there are no rigid rules on ownership. If you have a strong, data-backed hypothesis, you are given the resources needed to drive projects from start to finish—but what really sets Jerry apart is the talent density. Working with exceptionally sharp, driven teammates has accelerated my growth and made the experience deeply rewarding.” 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 • 1+ 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. Compensation Range: $100K - $130K

Own full-cycle recruiting for mid-to-senior level and leadership roles across multiple business functions, partnering with senior leaders and mentoring junior team members. | 5+ years recruiting experience, preferably in fast-growth startups, with a bachelor's degree and ability to operate in a high-velocity, demanding environment. | 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. Compensation Range: $90K - $150K

Own full-cycle recruiting for mid-to-senior level and leadership roles across various business functions, partnering with hiring leaders and mentoring junior team members. | 7+ years recruiting experience, preferably in fast-growth startups, with a bachelor’s degree and ability to operate in a high-output, demanding environment. | 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. Compensation Range: $110K - $180K

You will join one of our engineering pods and contribute to a mission that matters. Expect to write production code within your first few weeks. | A Bachelor’s degree in Computer Science, Engineering, or a related field is required. Eagerness to learn and grow is essential, and internship or project experience is a plus. | 👋 Hi there! Just graduated with a computer science/engineering degree and looking for your next challenge? If you're looking to make a real-world impact fast while leveling up your skills in a high-growth startup, we might be the right place for you! 🚗 Why join Jerry? We’re Jerry, and we’re building the first AI-powered AllCar™ app to completely rethink what it means to own a car. Car insurance, maintenance, repairs, financing—we’re simplifying it all into one seamless mobile experience. Our users already save over $1,000/year with us, and we’ve grown revenue 60x in the last 5 years. Now we’re scaling from 5M to 50M users, and we need sharp, curious engineers located in the SF area to help us get there. 🌟 Here’s what you’ll get: ✅ Impact from Day One — you’ll be writing production code within your first few weeks. ✅ Backed and booming — we’ve raised $240M+ and are cash-flow positive. ✅ Modern tech stack — React, Node, Python, AWS, TypeScript, and more. ✅ Mentorship + learning — work with top engineers from companies like Nvidia, TikTok, and Cepton. ✅ Merit-based growth — no seniority theater here. You grow fast if you deliver and learn fast. 🫵 What you’ll be working on You’ll join one of our engineering pods (core app, retention, automation) depending on your interests and skills. Every team ships regularly, works closely with product, and contributes to a mission that matters. We don’t expect you to know everything on day one, but we do expect: A love for learning Comfort with ambiguity Hustle and curiosity Pride in building high-quality, user-first software 💻 Our stack: Frontend: React, React Native Backend: NodeJS + TypeScript Infra: AWS, Go, Python, Docker, CI/CD Data: Redis, Postgres, DynamoDB, Clickhouse AI/ML: Python pipelines, LLM integrations, internal models You don’t need to know it all—but if some of that excites you, let’s talk. 🚀 What we’re looking for: Bachelor’s degree in Computer Science, Engineering, or a related field (or graduating soon) Internship, co-op, or side project experience is a plus—but not required Eagerness to learn, build, and grow 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.

Provide executive support to the VP of HR by managing employee lifecycle processes, organizing company events, handling internal communications, maintaining HR data accuracy, and optimizing People Operations workflows. | Bachelor's degree and 0-2 years experience in HR or People Operations, excellent communication, organizational skills, ability to handle sensitive information, and thrive in fast-paced environments. | You could start your People Operations career anywhere. Why join Jerry.ai? Your car and your home are the two most expensive things you’ll ever own — and the hardest to manage. At Jerry, we’re building the first super app to help everyday Americans take control of both. From insurance and financing to repairs, we’re reimagining what it means to own and maintain your car and home. This is a $5 trillion+ problem — and we’re the only company tackling it end to end. Join us as our Executive Assistant to the VP of HR and be a critical member of our rapidly growing team. This is a unique opportunity that will serve as a launchpad for future People leadership, where you can directly influence how we support our most important asset - people. If you're a self-starter who excels in challenging, fast-paced environments and is ready to own critical processes, we want to hear from you. How you’ll make an impact: Work on a mission that matters: Help over 90% of Americans reduce financial stress and gain control over their most important assets. Empower our teams: Support the end-to-end employee lifecycle — from ensuring seamless onboarding to organizing important company events. Accelerate our trajectory: With 5M+ customers, $240M raised, and 60X revenue growth in 6 years, your work will directly enable us to become a $10B consumer company by 2030. What you’ll own: Support our employee journeys: Support the end-to-end experience for all of our employees, from onboarding new hires to managing employee transitions. Be our culture ambassador: As a remote first company, we are increasing our investment in in-person gatherings. You will play a key role in planning, organizing, and executing company-wide and team events (e.g., offsites, in-person and virtual events) and other culture-building initiatives. Aid our internal communications efforts: Ensure information flows effectively across the organization by drafting and distributing internal communications such as the company-wide newsletters and periodic company updates. Data & System Management: Ensure data accuracy and integrity within our HR systems and records, while handling administrative tasks such as I-9 verification, benefit administration and employment verification letters. Process Optimization: Proactively identify opportunities to streamline People Operations workflows, leveraging AI and other tools to automate backend processes. Who you are: You’re passionate about people and making a real impact on a company’s most valuable asset. You are an excellent communicator, both written and live. You're meticulous and detail-oriented. You are well-organized and love to support multiple projects and teams while balancing excellence and speed. You thrive in ambiguity and fast-paced environments. You are resourceful and creative – you take the initiative to get things done well the first time. You're mature and professional, and can handle sensitive information with the utmost discretion. What you bring: Bachelor's or Master's degree in Human Resources, Business Administration, Psychology, Sociology, or a related field. 0-2 years of experience in HR, People Operations or related, ideally within a fast-paced startup environment. 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.

You will join one of our engineering pods and contribute to building the AI-powered AllCar™ app. Your work will involve writing production code and collaborating closely with product teams. | A Bachelor’s degree in Computer Science, Engineering, or a related field is required. Eagerness to learn and grow, along with some internship or project experience, is a plus. | 👋 Hi there! Just graduated with a computer science/engineering degree and looking for your next challenge? If you're looking to make a real-world impact fast while leveling up your skills in a high-growth startup, we might be the right place for you! 🚗 Why join Jerry? We’re Jerry, and we’re building the first AI-powered AllCar™ app to completely rethink what it means to own a car. Car insurance, maintenance, repairs, financing—we’re simplifying it all into one seamless mobile experience. Our users already save over $1,000/year with us, and we’ve grown revenue 60x in the last 5 years. Now we’re scaling from 5M to 50M users, and we need sharp, curious engineers located in the SF area to help us get there. 🌟 Here’s what you’ll get: ✅ Impact from Day One — you’ll be writing production code within your first few weeks. ✅ Backed and booming — we’ve raised $240M+ and are cash-flow positive. ✅ Modern tech stack — React, Node, Python, AWS, TypeScript, and more. ✅ Mentorship + learning — work with top engineers from companies like Nvidia, TikTok, and Cepton. ✅ Merit-based growth — no seniority theater here. You grow fast if you deliver and learn fast. 🫵 What you’ll be working on You’ll join one of our engineering pods (core app, retention, automation) depending on your interests and skills. Every team ships regularly, works closely with product, and contributes to a mission that matters. We don’t expect you to know everything on day one, but we do expect: A love for learning Comfort with ambiguity Hustle and curiosity Pride in building high-quality, user-first software 💻 Our stack: Frontend: React, React Native Backend: NodeJS + TypeScript Infra: AWS, Go, Python, Docker, CI/CD Data: Redis, Postgres, DynamoDB, Clickhouse AI/ML: Python pipelines, LLM integrations, internal models You don’t need to know it all—but if some of that excites you, let’s talk. 🚀 What we’re looking for: Bachelor’s degree in Computer Science, Engineering, or a related field (or graduating soon) Internship, co-op, or side project experience is a plus—but not required Eagerness to learn, build, and grow 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.