Calendly

Manage and mentor engineering teams, plan large development efforts, and ensure technical excellence in SaaS platforms. | Over 2 years managing software engineers, deep experience in web development, SaaS, and cloud technologies, with leadership in Agile environments. | What’s in it for you? Ready to make a serious impact? Millions of people already rely on Calendly, and we’re still in the midst of exciting product growth — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey. About the team & opportunity What’s so great about working on Calendly’s Engineering team? We make things possible for our customers through innovation. Why do we need you? Well, we are looking for an Engineering Manager who has a strong background in people management, technical execution, and the ability to help grow our organization. You will work directly with the Senior Manager of Engineering for our Platform Services Group, and will be focused on building a best-in-class scheduling experience that empowers our users to host better meetings. A day in the life of an Engineering Manager at Calendly As a Manager at Calendly, you have the chance to mentor and grow some of the best and brightest engineers in the world. This role will work alongside our Engineering and Product Management teams to make Calendly even simpler and more powerful for our user base. We are seeking a versatile technical leader who relishes the chance to work on impactful technology and can help accelerate and empower our development teams while helping us create the future of scheduling. We’re looking for someone with previous experience in SaaS and with cloud technology. Top candidates bring clarity where there is ambiguity, and can work autonomously to research and uncover solutions. If chosen for this role, you’ll be responsible for mentoring, coaching, and planning for the future of your team. At Calendly, you’ll have the opportunity to make a huge impact on the quality and development of a product impacting millions. On a typical day, you will be working on: Hiring engineers to build out both new and existing squads for the company, with oversight on all team members that get hired onto the squad Solving problems for our largest and most valuable customers Working on an initiative that is the growth engine for Calendly’s future success Coaching, mentoring, and onboarding new engineering team members Ensuring the career development, satisfaction, and productivity of the engineers on your team Identifying future technical needs and creating plans to meet them Providing feedback and guidance to help us continuously grow and scale What do we need from you? 2+ years experience managing a team of Software Engineers 5+ years of overall development experience (you will be specifically managing a team that owns services and using Golang and RoR) Deep proficiency with web application development and SaaS Experience planning and leading development efforts on large projects Previous experience leading and mentoring teams and driving them toward big goals with consistent execution Excellent communication skills, with the ability to succinctly explain deep technical concepts Experience leading Agile/Scrum ceremonies Previous experience working within a balanced engineering and product team Availability for participation in on-call rotation, ensuring prompt and effective responses to business-critical alerts outside of regular working hours Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time The ranges listed above are the expected annual base salary for this role, subject to change. Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity. Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for our Top Performer Bonus program (or Sales incentive), equity awards, and competitive benefits. Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows: Tier 1: San Francisco, CA, San Jose, CA, New York City, NY Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA. Tier 3: All other locations not in Tier 1 or Tier 2 If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process, please let your Recruiter know when first connecting with them. Calendly is registered as an employer in many, but not all, states. If you are located in Alabama, Alaska, Delaware, Hawaii, Idaho, Iowa, Montana, Nebraska, North Dakota, Rhode Island, South Dakota, and West Virginia, you will not be eligible for employment. Note that all individual roles will specify location eligibility. All candidates can find our Candidate Privacy Statement here Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection This role may require occasional travel for company events, team collaboration, or offsites.

Build and iterate on commerce features, improve platform scalability and reliability, collaborate with product and design, participate in agile ceremonies, and contribute to engineering practices and culture. | 4-6 years professional experience in SaaS, strong React/TypeScript frontend skills, Node.js backend experience, PostgreSQL expertise, GraphQL API design, microservices and SOA knowledge, and ability to own features end to end. | Description: • Collaborating within your squad to build and iterate on commerce features that drive measurable business impact across self‑serve and enterprise customers. • Contributing to platform scaling initiatives while improving reliability and performance in user critical flows. • Meeting regularly with Product and Design to fine tune requirements, define MVPs, and instrument experiments that validate value quickly. • Attending agile ceremonies to help your team plan out their work and get it done with predictable delivery. • Working across squads to improve engineering practices and evolve shared monorepo tooling and service boundaries. • Reviewing implementation plans and pull requests from your peers with a focus on simplicity, maintainability, and incremental delivery. • Contributing to a high trust, professional casual culture grounded in respect and ownership. Requirements: • 4 to 6 years of professional software development experience in a SaaS or technology driven environment. • Strong proficiency in React and TypeScript for modern front end web development, supporting end to end feature delivery. • Professional experience in backend engineering with Node.js, including building and maintaining scalable services and APIs that are observable, reliable, and secure. • Experience with PostgreSQL, including schema design, query optimization, and data modeling for transactional systems. • Experience designing and consuming GraphQL APIs in production environments. • Background in mixed stack environments, such as Node.js services interfacing with a Ruby on Rails monolithic API, or similar mixed stack environments. • Hands-on experience with Service Oriented Architecture (SOA), microservices, and involvement in monolith to services modernization or large scale refactoring initiatives. • Proven ability to own features end to end, including technical discovery, design, implementation, testing, release, and ongoing maintenance, with a bias toward small, incremental, high quality releases. • Strong analytical and problem solving skills, with the ability to dissect complex systems, identify root causes, and deliver scalable, maintainable solutions. • A commitment to writing clean, reliable, and maintainable code, with an emphasis on readability, simplicity, and performance. • Adaptability to new technologies, evolving architectural patterns, and changing organizational priorities. • Availability for participation in an on call rotation, ensuring timely and effective responses to critical production issues outside of regular working hours. • Authorized to work lawfully in the United States, as Calendly does not offer immigration sponsorship at this time. Benefits: • Health insurance • 401(k) matching • Paid time off • Top Performer Bonus program • Equity awards • Competitive benefits

Lead go-to-market strategy, craft messaging and positioning, partner cross-functionally, translate customer insights into marketing strategy, and drive product adoption. | 6-8+ years product marketing experience in SaaS, strong storytelling, customer obsession, cross-functional leadership, and excellent communication skills. | About the Role Calendly is looking for a Senior Product Marketing Manager to help shape how we bring our products to market and tell our story to the world. In this role, you’ll lead go-to-market efforts, craft positioning that resonates, and partner across the business to drive awareness, adoption, and customer success. You’ll work closely with Product, Brand, Sales, and Customer Success to help define our product narrative, launch with impact, and ensure customers experience the full value of Calendly. This is a high-impact role for a strategic marketer who’s passionate about product, customers, and storytelling. What You’ll Do Lead go-to-market strategy for new features and products, from planning through launch and adoption. Craft clear, compelling messaging and positioning that resonates with target audiences and scales across the customer journey. Partner cross-functionally with Product, Sales, Brand, and Customer Success to ensure consistent messaging and enablement. Translate customer insights into marketing strategy through user research, interviews, win/loss analysis, and competitive intelligence. Own channel strategy by identifying the right mix of channels (in-app, email, sales enablement, website, social, etc.) to build scalable and effective GTM launch stacks. Build and maintain core product marketing assets including one-pagers, release notes, internal FAQs, pitch decks, and battlecards. Be an internal and external evangelist for your products, championing their value, advocating for the customer, and representing PMM in both internal and external conversations. Support awareness and lifecycle programs with differentiated messaging that drives acquisition, expansion, and retention. Drive alignment and clarity across teams to ensure all stakeholders are informed, enabled, and working toward shared goals. Continuously test, learn, and iterate by bringing a data-informed mindset and adapting based on what resonates. Who You Are You have 6-8 + years of product marketing experience in SaaS, ideally in a PLG or hybrid GTM environment. Proven track record owning launches and scaling adoption. Strong storyteller who can simplify complex concepts into compelling narratives. Customer-obsessed, with deep empathy for user needs and buying behavior. Comfortable leading cross-functional projects with Product, Sales, Brand, and Customer Success. Highly organized, detail-oriented, and can manage multiple projects without losing momentum. Outstanding written communication skills and love communicating value in a clear, human way. You know how to write for conversion across web, email, and other channels. Outstanding presentation skills—equally comfortable presenting to execs or facilitating webinars for large audiences. Critical thinking and narrative skills that help you connect disparate ideas into a cohesive story. You’re a driver, someone who can take loosely formed ideas and 70% of the info and move it forward without waiting for perfect clarity. Resilient and adaptable and able to flex as timelines, priorities, or project scopes shift. You bring positive energy, clarity, and drive as a collaborative team player. Bonus Points Experience marketing to both self-serve and enterprise customers. Experience with Miro, Asana, G-Suite, User Interviews, and product analytics tools Experience with PLG tactics and lifecycle marketing. What’s in it for you? Calendly is at an inflection point: millions of people rely on us, and we’re building the next chapter of our platform. You’ll have the opportunity to shape how we go to market, influence key decisions, and bring meaningful work to life. This role offers plenty of room to stretch, experiment, and grow. If you're excited to do impactful work with smart, kind teammates—and help redefine how people spend their time, we’d love to meet you. If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process, please contact us at recruiting@calendly.com. Calendly is registered as an employer in many, but not all, states. If you are located in Alaska, Alabama, Delaware, Hawaii, Idaho, Montana, North Dakota, South Dakota, Nebraska, Iowa, West Virginia, and Rhode Island, you will not be eligible for employment. Note that all individual roles will specify location eligibility. All candidates can find our Candidate Privacy Statement here Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection The ranges listed below are the expected annual base salary for this role, subject to change. Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity. Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for our Quarterly Corporate Bonus program (or Sales incentive), equity awards, and competitive benefits. Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows: Tier 1: San Francisco, CA, San Jose, CA, New York City, NY Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA. Tier 3: All other locations not in Tier 1 or Tier 2 Tier 1 Salary $168,300—$227,700 USD Tier 2 Salary $154,275—$208,725 USD Tier 3 Salary $140,250—$189,750 USD

The Senior GTM Engineer will design, build, and scale AI-driven automation and experimentation to optimize sales, marketing, and customer success workflows. This role involves collaborating with various teams to translate pain points into technical requirements and scalable solutions. | Candidates should have 5+ years of experience in a technical GTM Operations or related role at a SaaS company, with hands-on experience in AI and automation platforms. Strong skills in API design, data querying, and cross-functional collaboration are essential. | About the team & opportunity What’s so great about working on Calendly’s GTM Operations team? GTM Operations at Calendly is a growing team that manages the systems, tools, and processes powering Sales, Marketing, Customer Success, and Customer Experience. We’re leading AI‑driven experimentation and workflow automation to accelerate pipeline, deliver personalized experiences at scale, and eliminate manual work. You’ll join as a key technical partner—driving automation and AI across the entire customer journey alongside passionate GTM leaders. Why do we need you? Well, we are looking for a Senior GTM Engineer who will bring an experimental, growth‑oriented mindset; deep technical proficiency; and strong partnership & communication skills. You will report to the Senior Director of GTM Operations and be responsible for designing, building, and scaling AI‑driven automation and experimentation that optimizes sales, marketing, and customer success workflows—unlocking new pipeline opportunities, driving revenue, and reducing manual effort. A day in the life of a Senior GTM Engineer at Calendly On a typical day, you will be working on: Brainstorming and building AI‑powered automations like intelligent lead routing, dynamic visitor campaigns, automated content generation, and voice‑of‑customer feedback pipelines—using OpenAI, Claude, and custom GPT agents. Partnering with Growth Marketing to design and run experiments across outbound and inbound workflows using Clay, Hightouch, and other growth‑tooling platforms (e.g., anonymous visitor tracking, personalization engines). Architecting, building, and maintaining custom API integrations that connect AI services, data sources, and our GTM stack (Salesforce, Outreach, Marketo, Braze, Clay, Hightouch, etc.) to automate end‑to‑end workflows. Building custom LLM/GPT applications to surface insights and streamline GTM workflows. Collaborating with GTM Operations, Sales, Marketing and Customer Success to translate pain points into technical requirements and scalable solutions. Documenting your work—creating runbooks, guides, and demos to ensure smooth handoffs and QA. Analyzing results of AI experiments at scale and iterating quickly to boost impact. What do we need from you? 5+ years in a technical GTM Operations, Revenue Operations, Sales Operations, or automation engineer role at a SaaS company, supporting Sales, Marketing, or Customer Success teams. Hands‑on experience with AI, automation platforms, and LLMs using Clay, OpenAI (ChatGPT), Anthropic (Claude), Zapier, and Hightouch. Comfortable designing APIs, building webhooks, authoring cloud functions, and querying data in SQL to connect our GTM systems. Familiarity with Python, TypeScript or similar is a plus. Proven track record integrating workflows across GTM systems and partnering with systems‑admin teams for tools like Salesforce, Outreach, Marketo, Braze, and Gong. A self‑starting, data‑driven mindset with commercial bias and hacker mentality—run experiments, prototype fast, and measure impact. Strong cross‑functional collaboration, documentation, and communication skills—experience managing work in Jira or Asana. Curiosity about emerging AI technologies, agent frameworks, and GPT development. Bonus: Experience in a hybrid PLG/SLG business. Authorized to work lawfully in the United States of America as Calendly does not engage in immigration sponsorship at this time What’s in it for you? Ready to make a serious impact? Millions of people already rely on Calendly’s products, and we’re still in the midst of our growth curve — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey. Our Hiring Process: We aim to provide an inclusive and equitable candidate experience to everyone who expresses interest in working at Calendly. To learn more about our hiring process, please visit our careers page at www.careers.calendly.com. Once selected for an opportunity, the recruiter assigned to the role will keep you informed every step of the way. Have questions? Let your recruiter know! Want to share your experience? We are passionately committed to improving and building on our process, and we consider feedback a gift. If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process, please contact us at recruiting@calendly.com . Calendly is registered as an employer in many, but not all, states. If you are located in Alaska, Hawaii, California, Montana, North Dakota, South Dakota, Nebraska, Iowa, West Virginia, and Rhode Island, you will not be eligible for employment. Note that all individual roles will specify location eligibility. All candidates can find our Candidate Privacy Statement here Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection The ranges listed below are the expected annual base salary for this role, subject to change. Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity. Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for our Quarterly Corporate Bonus program (or Sales incentive), equity awards, and competitive benefits. Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows: Tier 1: San Francisco, CA, San Jose, CA, New York City, NY Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA. Tier 3: All other locations not in Tier 1 or Tier 2 Tier 1 Salary $135,252—$182,988 USD Tier 2 Salary $123,981—$167,739 USD Tier 3 Salary $112,710—$152,490 USD

The Customer Support Specialist will be the first point of contact for users needing help, providing solutions and creating the best support experience. They will resolve tickets via Live Chat, Phone, or Email while maintaining expert-level product knowledge. | Candidates should have at least 1 year of experience in SaaS customer support and possess technical troubleshooting skills. Strong written and verbal communication skills, along with the ability to thrive in a fast-paced environment, are essential. | About the team & opportunity What’s so great about working on Calendly’s Customer Experience team? We provide a high touch experience to each customer and enable them to maximize our product so that they can gain valuable time back into their day to day. Why do we need you? Well, we are looking for a Customer Support Specialist who has a curiosity for technology, critical problem-solving skills, and a desire to enable customers! You will report to a Senior Manager of Customer Service being on the front lines of customer support issues during our overnight shift from 12am-9am EST. A day in the life of a Customer Support Specialist at Calendly You will resolve tickets via Live Chat, Phone or Email promptly in a fast-paced environment and effectively maintain expert-level product knowledge. You will have the opportunity to participate in Calendly support initiatives and you will be measured by personal and team goals & metrics. Many customers have experienced the value of Calendly firsthand, and our team makes a huge impact on that experience. In order to stay at the top of industry customer service standards, we need to continually grow our team. On a typical day, you will be working on: Be the first point of contact for our users when they need help or have questions, providing solutions and creating the very best Calendly support experience Help our customers schedule more meetings Take a consultative approach to problem-solving Maintain fantastic written communication skills Be a Calendly product, use-case, and scheduling industry expert Patiently empathize with customers with every interaction Attend ticket audits and receive active feedback on a regular basis Document & advance customer and internal issues appropriately Go above and beyond to serve our customers and your team (be a self-starter) Use your technical savviness and resourcefulness to assist customers relatively autonomously Take ownership over the customer experience you provide What do we need from you? 1+ years of experience in software (SaaS) customer support Technical software troubleshooting skill and experience Live Chat or Phone customer support experience a plus Someone who thrives in a challenging, fast-paced environment and enjoys helping people A self-starter mentality and desire to make a direct, tangible impact on a rapidly growing product and company Drive and ability to thrive in a metrics-focused role and team environment Phenomenal written and verbal communication skills Outstanding time management skills Someone who works collaboratively with a passionate, customer-centric team Authorized to work lawfully in the United States of America. Calendly does not engage in immigration sponsorship at this time Our ideal candidate will thrive in a fast-paced, high-volume, email, phone, and live chat-based customer support environment. This role will require product expertise, exemplary time management skills, critical thinking about problem-solving, and effective communication throughout the customer experience. Due to the hours of coverage, it is imperative that the person in this role exercise good, professional judgment and be able to thrive in a relatively self-sufficient context. We're looking for self-starters who are curious and intrinsically motivated to make an impact. Available shifts In order to best serve our customers globally, and to support multiple time zones, seven days a week. This role has a consistent 5-day per week work schedule that will include one weekend day: your shift each week will be Tuesday-Saturday from 12am-9am EST. What’s in it for you? Ready to make a serious impact? Millions of people already rely on Calendly’s products, and we’re still in the midst of our growth curve — it’s a fantastic time to join us. Everything you’ll work on here will accelerate your career to the next level. If you want to learn, grow, and do the best work of your life alongside the best people you’ve ever worked with, then we hope you’ll consider allowing Calendly to be a part of your professional journey. Our Hiring Process: We aim to provide an inclusive and equitable candidate experience to everyone who expresses interest in working at Calendly. To learn more about our hiring process, please visit our careers page at www.careers.calendly.com. Once selected for an opportunity, the recruiter assigned to the role will keep you informed every step of the way. Have questions? Let your recruiter know! Want to share your experience? We are passionately committed to improving and building on our process, and we consider feedback a gift. If you are an individual with a disability and would like to request a reasonable accommodation as part of the application or recruiting process, please contact us at recruiting@calendly.com . Calendly is registered as an employer in many, but not all, states. If you are located in Alaska, Alabama, California, Delaware, Hawaii, Idaho, Montana, North Dakota, South Dakota, Nebraska, Iowa, West Virginia, and Rhode Island, you will not be eligible for employment. Note that all individual roles will specify location eligibility. All candidates can find our Candidate Privacy Statement here Candidates residing in California may visit our Notice at Collection for California Candidates here: Notice at Collection The ranges listed below are the expected annual base salary for this role, subject to change. Calendly takes a number of factors into consideration when determining an employee’s starting salary, including relevant experience, relevant skills sets, interview performance, location/metropolitan area, and internal pay equity. Base salary is just one component of Calendly’s total rewards package. All full-time (30 hours/week) employees are also eligible for our Quarterly Corporate Bonus program (or Sales incentive), equity awards, and competitive benefits. Calendly uses the zip code of an employee’s remote work location, or the onsite building location if hybrid, to determine which metropolitan pay range we use. Current geographic zones are as follows: Tier 1: San Francisco, CA, San Jose, CA, New York City, NY Tier 2: Chicago, IL, Austin, TX, Denver, CO, Boston, MA, Washington D.C., Philadelphia, PA, Portland, OR, Seattle, WA, Miami, FL, and all other cities in CA. Tier 3: All other locations not in Tier 1 or Tier 2 Tier 1 Hourly $21.84—$25.38 USD Tier 2 Hourly $21.84—$25.38 USD Tier 3 Hourly $21.84—$25.38 USD