CarGurus
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Principal Software Development Engineer
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Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role overview
The International team is seeking a talented and driven Principal Software Development Engineer to join CarGurus' new Dublin office and lead exciting product initiatives for our Canadian and UK markets and play a key role in establishing the office’s culture. In this role, you’ll be responsible for leading the full software development lifecycle – across both the frontend and backend – collaborating with Engineering and Product peers to design innovative solutions and tackle complex challenges for our dealer-facing products.
We are looking for candidates who are able to learn and adapt quickly, and collaborate with other engineers to deliver solutions. Some examples of potential project opportunities:
- Building new, full-stack features for dealer products from the ground up
- Integrating with existing services and expanding functionality using React, TypeScript, and Java
- Designing and implementing integrations with third-party APIs and partners, building applications with Remix.
- Modernizing and rearchitecting current systems to leverage cloud technologies like AWS
As a principal engineer on this team, you will own projects from conception to completion, working closely with other engineers and product partners, in Dublin and in the US, to deliver impactful solutions for the international business.
Success in this role requires a balance of deep technical expertise and strong business judgement to guide teams in making strategic technology decisions that align with both immediate and future product needs. You must quickly learn and adapt to new challenges, working closely with engineers and stakeholders to translate requirements into scalable solutions. Car expertise is welcome but isn't required; what matters most is your passion for technology, your commitment to engineering excellence, and your drive to have a real impact.
What you'll do
- Work closely with engineers, product managers, and stakeholders across the company to refine new product requirements and transform them into effective technical solutions.
- Own the full development lifecycle from refining initial concepts and architecting advanced features as robust microservices and modern web applications (Java/React/TypeScript), to implementing and delivering practical, high-quality systems.
- Contribute to high standards of quality by ensuring code is reliable, performant, and well-tested, with automated tests across the testing pyramid that ensure strong production health of our systems.
- Promote a culture of observability and operation excellence by helping teams leverage metrics to diagnose, mitigate, and resolve challenging production issues across multiple services and boost operational excellence.
- Use AI technologies, optimizing the software development process and driving greater efficiency across teams.
- Mentor engineers by offering guidance, actionable feedback, and insightful recommendations to support sound technical decision-making in the new Dublin hub.
What you'll bring
- 8+ years of experience as a professional Software Engineer, including 3+ years serving as a technical lead or principal engineer.
- Deep full-stack expertise working with Java and TypeScript (or similar languages) and frameworks such as Spring Boot, Hibernate, and React.
- 5+ years of experience designing, building, deploying, scaling, testing, and evolving distributed systems using service-oriented architecture in 24/7 production environments.
- 2+ years of experience using cloud infrastructure technologies such as AWS, Terraform or similar cloud services.
- Hands-on experience working with both relational and NoSQL databases, applying the right data models to diverse needs.
- Experience in operating and troubleshooting production systems.
- Outstanding written and verbal communication abilities, with a demonstrated talent for translating technical concepts for both engineering and business audiences.
- Consistent record of being self-motivated, resourceful, and proactive in driving projects and business goals.
- An aptitude for leveraging AI tools such as Claude Code, Cursor, or similar to enhance software development and operational efficiency. Additional hands-on experience with LLMs is a huge plus.
- Bonus: Deep experience with server-side TypeScript and modern isomorphic frameworks (especially Remix, though Next.js or Express are also highly valued).
The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Working at CarGurus
We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid
Ready to apply?
Apply to CarGurus
Manager, Software Development Engineering
Share this job
Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role overview
As the founding Engineering Manager for CarGurus' new Dublin office, you will play a pivotal role in building and leading a team of talented full stack engineers focused on dealer-facing products and features for our international markets. You will partner closely with a Product Manager to establish the team's vision, culture, and roadmap from the ground up.
In this role, you will embody our Leadership Capabilities by maintaining a relentless focus on customer outcomes, fostering open communication and cross-team collaboration, and embracing an iterative approach to both product development and team management. Your team will own a discrete area of the product, delivering greenfield projects as well as adapting existing dealer products for our Canadian and UK markets.
Join us and play a crucial role in shaping the future of our international dealer products while building a high-performing engineering team in Dublin, while closely collaborating with US-based partner teams. No need to be a car expert—we're more interested in your passion for engineering and your leadership!
What you'll do
- Establish and grow CarGurus' Dublin engineering presence, setting the foundation for team culture, practices, and standards.
- Lead and mentor a team of full stack engineers through architecture and design guidance, coaching, and hands-on collaboration.
- Partner with your Product Manager to define and own the team's roadmap, with a focus on dealer-facing products for international markets.
- Drive customer outcomes by measuring the impact of the team's work and iterating based on data and feedback.
- Deliver greenfield projects and adapt existing CarGurus dealer products for Canadian and UK markets.
- Collaborate with stakeholders across product, design, and infrastructure to ensure alignment on projects and objectives to optimize impact on international customers.
- Recruit and retain top engineering talent in partnership with the recruiting team to build a diverse and high-performing team.
- Support team members' career growth through individualized guidance and development opportunities tailored to their goals.
- Own problems from end-to-end, managing diverse systems, processes, and technologies to optimize efficiency and user experience.
- Embrace our leadership capabilities by embodying a growth mindset and fostering an environment of learning, developing, and growing together; create meaningful partnerships and a sense of belonging, setting foundations of trust, respect, inclusion, and empathy in how we work.
What you'll bring
- Proven experience of 2+ years in managing and growing teams of full stack engineers focused on building and shipping products at scale.
- Minimum of 5 years of extensive hands-on software design and development experience across the full stack including Java, React and TypeScript (or similar languages).
- Experience building and scaling teams from the ground up, including interviewing, hiring, and onboarding engineers.
- A track record of working on nimble teams that iterate quickly, delivering meaningful customer outcomes rather than just outputs.
- Experience thriving in cross-functional environments where you have demonstrated rigorous thinking and effective decision-making.
- Excellent problem-solving skills and the ability to thrive in a fast-paced, iterative development environment.
The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Working at CarGurus
We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid
Ready to apply?
Apply to CarGurus
Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role overview
The International team is seeking a talented and driven Software Development Engineer to join CarGurus' new Dublin office and work on exciting product initiatives for our Canadian and UK markets and play a key role in establishing the office’s culture. In this role, you’ll be responsible for the full software development lifecycle – across both the frontend and backend – collaborating with Engineering and Product peers to design innovative solutions and tackle complex challenges for our dealer-facing products.
We are looking for candidates who are able to learn and adapt quickly, and collaborate with other engineers to deliver solutions. Some examples of potential project opportunities:
- Building new, full-stack features for dealer products from the ground up
- Integrating with existing services and expanding functionality using React, TypeScript, and Java
- Implementing integrations with third-party APIs and partners
As an engineer on this team, you will drive projects from conception to completion, working closely with other engineers and product partners to deliver impactful solutions for the international business. No need to be a car expert—we’re more interested in your passion for engineering and your ability to innovate!
What you'll do
- Collaborate with engineers and product managers across the organization to understand and solve new product requirements and tackle technical challenges.
- Help establish and grow CarGurus' Dublin engineering presence by contributing to team culture, practices, and standards.
- Work with Java, Spring Boot, React, TypeScript, AWS, and other modern technologies to build 2-sided marketplace products.
- Be deeply engaged in the full development lifecycle: designing, developing, testing, automated testing, deploying, maintaining, monitoring, and alerting.
- Play a critical role in implementing a design and service-oriented architecture for CarGurus International products.
What you'll bring
- 2-3 years of software design and development experience, including strong OOP, Java, and Spring experience.
- Solid hands-on experience building dynamic, responsive user interfaces using React and TypeScript.
- A strong understanding of data structures, algorithms, and complexity analysis.
- Ability to write clean, well-tested, and efficient code that passes through code review with minimal comments. Additionally, provide high-quality code review guidance for others.
- Comfortable writing unit tests, investigating issues, and using observability tools to understand system health & performance.
- Self-led and motivated to proactively find answers and resolve blockers.
- Proactive communicator who raises questions, blockers, and continuous updates.
- Some hands-on experience with relational database systems.
- Knowledge of various design patterns and experience implementing them.
- Eagerness to learn and expand your capabilities through contribution and owning projects.
- Some experience with service-oriented architecture and distributed systems.
- Bonus: Experience with server-side TypeScript (especially Remix, though Next.js or Express are also great additions).
The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Working at CarGurus
We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid
Ready to apply?
Apply to CarGurus
Senior Software Development Engineer
Share this job
Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role overview
The International team is seeking a talented and driven Senior Software Development Engineer to join CarGurus' new Dublin office and work on exciting product initiatives for our Canadian and UK markets and play a key role in establishing the office’s culture. In this role, you’ll be responsible for the full software development lifecycle – across both the frontend and backend – collaborating with Engineering and Product peers to design innovative solutions and tackle complex challenges for our dealer-facing products.
We are looking for candidates who are able to learn and adapt quickly, and collaborate with other engineers to deliver solutions. Some examples of potential project opportunities:
- Building new, full-stack features for dealer products from the ground up
- Integrating with existing services and expanding functionality using React, TypeScript, and Java
- Designing and implementing integrations with third-party APIs and partners
- Modernizing and implementing current systems to leverage cloud technologies like AWS
As an engineer on this team, you will drive projects from conception to completion, working closely with other engineers and product partners to deliver impactful solutions for the international business. No need to be a car expert—we’re more interested in your passion for engineering and your ability to innovate!
What you'll do
- Design, develop, and maintain scalable full-stack features and APIs using Java, React, and TypeScript that support our international dealer products.
- Collaborate closely with product managers, designers, and other engineers across the organization to deliver and iterate on high-quality software solutions for our Canadian and UK markets.
- Contribute to technical design discussions and architectural decisions.
- Own services from ideation through deployment and ongoing maintenance in production environments.
- Ensure systems are secure, maintainable, and highly available, following best practices in performance optimization and code quality.
- Troubleshoot and resolve complex production issues, using observability tools to understand system health and performance.
- Mentor junior engineers, provide high-quality code review guidance, and contribute to establishing the team processes and engineering standards for the new Dublin office.
What you'll bring
- 5+ years of experience in full-stack software development.
- Deep expertise in Java (Spring Boot, Hibernate, or similar frameworks).
- Solid, production-grade experience building dynamic, responsive user interfaces using React and TypeScript.
- Experience designing and building RESTful APIs, microservices, and distributed systems. Experience with GraphQL.
- Strong knowledge of databases (SQL and NoSQL), caching, and data structures.
- Familiarity with cloud platforms such as AWS, GCP, or Azure, and some experience with containerization (Docker, Kubernetes).
- Understanding of CI/CD pipelines, automated testing, monitoring, and production service management.
- Excellent problem-solving, communication, and collaboration skills with the ability to move quickly and thrive in an iterative, fast-paced environment.
- Eagerness to learn and expand your capabilities through leading and owning projects.
- Bonus: Experience with server-side TypeScript (especially Remix, though Next.js or Express are also great additions).
The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Working at CarGurus
We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid
Ready to apply?
Apply to CarGurus
Senior Product Manager, International
Share this job
Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role overview
CarGurus is seeking a Senior Product Manager to help lead dealer-facing marketplace initiatives within our International Product team. As one of the fastest-growing areas of our business, this role offers a unique opportunity to shape the future of the CarGurus marketplace across our global markets while delivering meaningful value to our customers.
In this role, you will own a key piece of the dealer side of the CarGurus marketplace, identifying high-impact opportunities that improve dealer outcomes and strengthen marketplace performance. Working within a two-sided marketplace, you’ll collaborate closely with Engineering, UX/Design, Data Science, and Analytics teams to define, build, and launch products and features that support our growing businesses in Canada and the UK.
This role will also play a critical part in launching CarGurus’ new Dublin technology office. As part of the founding Product and Engineering team in Dublin, you will help shape both the product direction and team culture from the ground up while building products that power CarGurus’ international marketplaces. You will partner closely with the Engineering Manager and a newly forming team of full-stack engineers to establish the team’s product vision, roadmap, and ways of working. Together, you’ll deliver both greenfield initiatives and adaptations of existing CarGurus dealer products for our international customer base.
If you enjoy working in a fast-paced, entrepreneurial environment, tackling complex marketplace problems, and helping build new teams and products from the ground up, we’d love to hear from you.
What you’ll do
- Help lead the roadmap and strategy for dealer-facing marketplace products within our international markets, ensuring alignment with business goals, dealer needs, and broader company initiatives.
- Guide cross-functional teams through end-to-end cycles of ideation, discovery, design, development, launch, testing, and iteration to deliver impactful products and features.
- Partner closely with the Engineering Manager and engineering team in Dublin to establish and deliver high-impact product initiatives.
- Ideate and research greenfield development initiatives for our international markets in Canada and the UK.
- Identify opportunities to improve dealer outcomes and marketplace performance by leveraging user research, market insights, and data analysis.
- Collaborate with Engineering, Design, Data Science, and Product Data Analytics teams to translate insights into clear product requirements and prioritized initiatives.
- Work closely with product leaders responsible for the consumer side of the marketplace to ensure alignment across the platform.
- Coordinate product launches in partnership with go-to-market teams, including Sales, Marketing, Operations, Customer Success, and Support, to drive adoption and success of new products and features.
- Continually analyze the impact of your team’s work on dealers, consumers, and the CarGurus business, using data to inform iteration and product strategy.
What you’ll bring
- 5+ years of experience in product management or similar roles in fast-paced, dynamic environments working collaboratively with engineering, design, and analytics teams.
- Experience owning and delivering products from concept through launch and iteration in high-ownership environments.
- Strong analytical skills and the ability to translate data into actionable insights that inform product decisions.
- Comfort navigating complex and ambiguous problem spaces and distilling them into clear priorities and product requirements.
- A proven ownership mindset paired with the ability to drive alignment across cross-functional teams and stakeholders.
- Excellent verbal and written communication skills, with experience collaborating effectively with both technical and non-technical partners.
- Highly curious, with the desire to learn quickly, adapt rapidly, and continuously improve.
- Strong customer empathy and the ability to understand the needs of both dealers and consumers within a marketplace environment.
- Experience working on two-sided marketplace products or B2B platforms is a plus.
The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Working at CarGurus
We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid
Ready to apply?
Apply to CarGurus
Associate People Operations Specialist
Share this job
Who we are
At CarGurus (NASDAQ: CARG), our mission is to give people the power to reach their destination. We started as a small team of developers determined to bring trust and transparency to car shopping. Since then, our history of innovation and go-to-market acceleration has driven industry-leading growth. In fact, we’re the largest and fastest-growing automotive marketplace, and we’ve been profitable for over 15 years.
What we do
The market is evolving, and we are too, moving the entire automotive journey online and guiding our customers through every step. That includes everything from the sale of an old car to the financing, purchase, and delivery of a new one. Today, tens of millions of consumers visit CarGurus.com each month, and ~30,000 dealerships use our products. But they're not the only ones who love CarGurus—our employees do, too. We have a people-first culture that fosters kindness, collaboration, and innovation, and empowers our Gurus with tools to fuel their career growth. Disrupting a trillion-dollar industry requires fresh and diverse perspectives. Come join us for the ride!
Role overview
The Associate People Operations Specialist provides administrative and operational support across benefits, payroll, HR systems, and employee lifecycle processes. This role is critical to delivering accurate, compliant, and high-quality People Operations support while enhancing the overall employee experience.
The role focuses on executing established workflows, maintaining employee and benefits data, managing vendor coordination, and responding to employee queries. The ideal candidate is detail-oriented, technically proficient, and capable of managing multiple priorities across global programs.
What you'll do
Benefits Administration & Vendor Management
- Manage global benefits operations across the US, Canada, UK, and Ireland, overseeing benefit administration, invoice tracking, and the processing and reconciliation of payments across approximately 20 vendors (including medical, dental, and life insurance)
- Conduct monthly audits of benefit plans, identifying discrepancies and driving resolution
- Administer global pension and retirement schemes (UK, Ireland, US), including system uploads and quarterly fee tracking
- Oversee FSA/HSA funding aligned with payroll cycles, including quarterly employer contributions
- Administer COBRA processes and maintain associated tracking documentation
- Manage Evidence of Insurability (EOI) approvals and send follow-ups for pending submissions
HR Systems & Data Management
- Maintain accurate employee data across Workday and related systems
- Review and approve Qualified Life Event (QLE) benefit changes, including manual FSA/HSA adjustments
- Process benefits onboarding, employee changes, beneficiary updates, and one-time employee payments (e.g., bonuses, reimbursements).
- Monitor and troubleshoot weekly benefits integration files to ensure data accuracy and integrity
- Run and review reports including Terminated with Benefits, Business Process Transactions, and quarterly dependent/beneficiary audits
Employee Support & Communications
- Manage employee queries via ticketing systems (e.g., JIRA)
- Provide support for benefits platforms and respond to FAQs
- Coordinate employee communications, including onboarding reminders, benefits education, and wellness program updates
- Maintain global Benefits Wiki and internal documentation, ensuring accuracy and accessibility
Programs & Operational Support
- Administer commuter and parking programs, including enrollments, terminations, and funding file coordination
- Plan and coordinate on-site and virtual events, including the annual Open Enrollment Fair
- Support absence tracking, time-off administration, and other operational tasks that enhance employee experience and team efficiency
Payroll & Compliance
- Manage employee payroll deductions for Ireland and UK benefits
- Support unemployment claim documentation and responses
- Ensure compliance with regulatory requirements across benefits, payroll, and related programs
What you'll bring
- 1–2 years of experience in benefits administration or HR operations
- Strong proficiency in Google Sheets (or Microsoft Excel) to organize and analyze data, with a solid grasp of Pivot Tables and functions like VLOOKUP. Experience with HRIS systems, particularly Workday Benefits Administration module
- Comfort working with data and systems
- Strong data entry and reconciliation capabilities
- Familiarity with benefits administration platforms across US / UK / IE
- Understanding of system integrations and troubleshooting
- Working knowledge of benefits regulations across all locations (US/ UK/ IE), including COBRA, FSA/HSA administration, pension contributions and associated tax implications (i.e UK/IE pension auto-enrolment and payroll deductions for medical/dental benefits)
- Basic understanding of life insurance and Evidence of Insurability processes
- Familiarity with payroll processing and vendor management
The displayed range represents the expected annual base salary / On-Target Earnings (OTE) for this position. On-Target Earnings (OTE) is inclusive of base salary and on-target commission earnings, which applies exclusively to sales roles.
Individual pay within this range is determined by work location and other factors such as job-related skills, experience, and relevant education or training.
This annual base salary forms part of a comprehensive Total Rewards Package. In addition to benefits, this role may qualify for discretionary bonuses/incentives and Restricted Stock Units (RSUs).
Working at CarGurus
We reward our Gurus’ curiosity and passion with best-in-class benefits and compensation, including equity for all employees, both when they start and as they continue to grow with us. Our career development and corporate giving programs, as well as our employee resource groups (ERGs) and communities, help people build connections while making an impact in personally meaningful ways. A flexible hybrid model and robust time off policies encourage work-life balance and individual well-being. Thoughtful perks like daily free lunch, a new car discount, meditation and fitness apps, commuting cost coverage, and more help our people create space for what matters most in their personal and professional lives.
We welcome all
CarGurus strives to be a place to which people can bring the ultimate expression of themselves and their potential—starting with our hiring process. We do not discriminate based on race, color, religion, national origin, age, sex, marital status, ancestry, physical or mental disability, veteran status, gender identity, or sexual orientation. We foster an inclusive environment that values people for their skills, experiences, and unique perspectives. That’s why we hope you’ll apply even if you don’t check every box listed in the job description. We also encourage you to tell your recruiter if you require accommodations to participate in our hiring process due to a disability so we can provide the appropriate support. We want to know what only you can bring to CarGurus. #LI-Hybrid
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Apply to CarGurus