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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 CarGurus is seeking a Senior DevOps Engineer to join our Cloud Enablement team. This team builds and operates the cloud platform capabilities, automation, and guardrails that help engineering teams provision infrastructure, deploy services, and work securely in the cloud with less friction. In this role, you will contribute to the design, implementation, and operation of scalable platform services that improve developer experience, strengthen reliability, and support self-service infrastructure across the company. We are looking for an engineer who is hands-on, execution-oriented, and motivated by building practical solutions that other engineers rely on every day. Our primary domains include: Infrastructure Delivery: HCP Terraform workspaces, Terraform module registry governance, Sentinel and Semgrep policy enforcement, and self-service IaC paved paths for development teams. Secrets Management: HashiCorp Vault implementation, dynamic short-lived credentials, PKI/CA, and supporting the rollout of zero-static-credential patterns across production workloads. CI/CD Platform: GitHub Actions maturity (GHES, GitHub Connect, org-scoped runners), Concourse infrastructure, and pipeline supply-chain security. AWS Self-Service: No-code and IaC-driven provisioning for S3, Lambda, ElastiCache, and expanding the self-service catalog to new resource types. AI Infrastructure Governance: Governed Amazon Bedrock access, per-team token quotas and cost dashboards, Bedrock Savings Plan management, and developer AI tooling (Claude Code, GitHub Copilot) governance. Platform Integrity: Sentinel/Semgrep policy maturity, shift-left guardrails, pipeline hardening, and cloud maturity model advancement. What you'll do Platform Delivery & Technical Ownership: Own the technical execution and delivery of significant platform capabilities. Author design docs and contribute to Architecture Decision Records (ADRs) for team-level decisions. Lead complex, multi-sprint initiatives (e.g., Vault dynamic secrets rollout, GitHub Actions maturity, AWS Sandbox self-service) end-to-end through to production. IaC Platform & Policy Engineering: Manage HCP Terraform workspaces, the Terraform module registry, and Sentinel/Semgrep policy implementations. Calibrate hard vs. advisory guardrails, eliminate false positives, and expand coverage as new resource types onboard to self-service. Secrets & Security Integration: Accelerate Vault adoption across CarGurus workloads — handling dynamic secrets, PKI/CA, transit encryption, and AWS dynamic IAM credentials. Execute the tactical roadmaps toward zero standing long-lived credentials in production. AI Infrastructure Governance: Maintain and operate our governed Amazon Bedrock platform, implementing per-team access controls, cost attribution, anomaly detection, and self-service access patterns. Assist in extending governance to developer AI tooling (Claude Code, Copilot) as adoption scales. Developer Enablement & Self-Service: Expand the AWS self-service catalog and paved-path IaC offerings so teams can provision, operate, and own cloud resources independently. Monitor adoption metrics and use feedback to prioritize the next platform investments. CI/CD & Pipeline Integrity: Execute GitHub Actions maturity initiatives including GitHub Connect adoption, org-scoped runner observability, bundled action governance, CircleCI adoption and migration, and pipeline supply-chain hardening. Ensure teams can deliver reliably on modern, self-owned CI/CD infrastructure. Mentorship & Code Quality: Actively grow teammates' capabilities through thorough code and IaC reviews, pairing on complex problems, and sharing context and patterns that help the immediate team move more independently. Contribute to team coding standards and documentation. Cross-Team Collaboration: Partner with adjacent teams (Cloud Infrastructure, SRE, DevX, and product engineering) to align on technical concerns at team boundaries. Represent Cloud Enablement's perspective clearly in shared discussions and help resolve integration ambiguity. Incident Management & Reliability: Participate in the team's on-call rotation and incident response. Apply incident learnings to improve platform reliability and reduce toil for the team and its customers. AI-Assisted Engineering: Actively incorporate AI tooling (Claude Code, GitHub Copilot, Amazon Q) into your engineering workflow — from generating and reviewing IaC to accelerating architecture exploration and incident triage. What you'll bring 4+ years of professional experience in a hands-on DevOps, platform engineering, or cloud infrastructure role, performing the core responsibilities of this position. Cloud Infrastructure Depth: Significant experience operating production workloads in AWS including IAM, S3, Lambda, EKS, ElastiCache, EC2, and related services. Comfortable reasoning about security, cost, and reliability trade-offs at platform scale. Infrastructure as Code & Policy Engineering: High proficiency with Terraform, including HCP Terraform, remote state, module design, and workspace governance. Hands-on experience with Sentinel and/or Semgrep for policy-as-code enforcement. Secrets Management: Practical experience with HashiCorp Vault dynamic secrets, PKI/CA, AppRole/Kubernetes auth, or transit encryption. Experience migrating workloads from static credentials to short-lived credential models. CI/CD & Platform Engineering: Deep experience with GitHub Actions runner infrastructure, composite actions, GHES/GHEC, and supply-chain security practices. Familiarity with CircleCI or similar pipeline systems. FinOps & AI Awareness: Ability to reason about cloud cost attribution, resource tagging strategies, and FinOps tooling (e.g., CloudZero, AWS Cost Explorer). Familiarity with Amazon Bedrock, LLM API cost structures, and basic governance considerations (spend attribution, access controls). Programming & Automation: Proficiency in at least one scripting/programming language (Python, Go, or similar) for building automation, CLI tooling, and platform integrations. Systems Thinking & Communication: Able to distill complex technical problems into clear design docs, written proposals, and stakeholder-facing summaries. Comfortable working across teams to align on shared technical boundaries. 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). Position Pay Range $137,000 — $171,000 USD 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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

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 Engineer II to join CarGurus' first engineering team in Ireland and work on exciting product initiatives for our Canadian and UK markets. 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 work 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 Help establish and grow CarGurus' Dublin engineering presence by contributing to team culture, practices, and standards. Collaborate with engineers and product managers across the organization to understand and solve new product requirements and tackle technical challenges. Work with Java, Spring Boot, React, JavaScript/TypeScript, AWS, and other modern technologies to build consumer and dealer products. Collaborate on system design and write well-crafted code to help evolve our service-oriented architecture. Be deeply engaged in the full development lifecycle: designing, developing, testing, automated testing, deploying, maintaining, monitoring, and alerting. What you'll bring 2-5 years of hands-on software development experience in a professional setting. Experience building full-stack applications with frameworks similar to Spring Boot, NextJS, Express, ASP.NET, Django, or Rails. Ability to write clean, well-tested, and efficient code that passes through code review with minimal comments. Additionally, you will engage with code reviews by giving and receiving feedback to ensure high-quality outcomes. The ability to iterate and ship ideas quickly and independently. Self-led and motivated to proactively find answers and resolve blockers. Experience leveraging AI tools. Bonus: Experience using AWS services and knowledge of microservice architectures. 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). Position Pay Range €56.000 — €77.000 EUR 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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

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 Dealer team at CarGurus is looking for a Software Engineer II (Full Stack) to advance our Inventory products. This role involves transforming CarGurus market data into impactful experiences for dealers. As we develop brand-new dealer-facing inventory products from scratch, you will have extensive opportunities to work across the entire technical stack. Success in this position requires the ability to adapt swiftly and work harmoniously within a cross-functional environment. What you'll do Develop and deploy clean, well-tested and efficient code, ensuring high standards of architecture, quality and performance Provide support and improvements to core systems while maintaining high standards for internal stakeholder teams Integrate modern AI tools into your development pipeline to boost productivity, troubleshoot efficiently, and stay at the forefront of engineering workflows Collaborate with cross-functional teams, including data scientists and product managers, to guide projects from concept through technical design, implementation, quality testing, and performance measurement What you'll bring 2-5 years of hands-on software development experience in a professional setting Proficiency in React and Javascript fundamentals Proficiency in Java and SQL Experience and/or interest in leveraging AI coding tools Practical knowledge of distributed systems and microservice architecture design A strong understanding of data structures, algorithms and complexity analysis Ability to iterate and ship ideas quickly in collaboration with your peers Curiosity and a passion for learning new technologies and concepts quickly 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). Position Pay Range $112,000 — $141,000 USD 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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

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 Algorithmic Traffic Acquisition team at CarGurus is looking for a Principal Software Development Engineer to help define and deliver the next generation of car recommendations for millions of shoppers. The Recommendations Team helps shoppers find the right cars by surfacing relevant vehicles, and helpful next steps across search, listings, saved cars, and AI-powered experiences. In this role, you will provide technical leadership across the recommendation domain, from shopper understanding and preference signals to ranking, personalization, experimentation, reliability, and the product experiences that make recommendations useful and trustworthy. You will work closely with Data Science, Product, and other engineering teams to turn advances in machine learning and AI into intuitive consumer experiences that help shoppers find the right car faster. You’ll shape architecture and technical strategy, write code, mentor engineers, and work closely with teams across CarGurus. What you’ll do Set the technical direction for our recommendation platform and drive architecture across multiple teams. Build scalable recommendation systems using shopper, vehicle, inventory, and behavioral signals. Partner with Data Science to productionize models and continuously improve recommendation quality. Drive personalization, ranking, experimentation, and AI-powered recommendation experiences throughout the shopper journey. Lead complex, cross-functional initiatives from technical design through delivery and measurement. Improve the reliability, scalability, observability, and operational excellence of recommendation services. Influence technical decisions across the organization, mentor engineers, and raise the engineering bar through design and code reviews. Leverage AI-assisted development to accelerate delivery while maintaining high standards for quality, security, and reliability. What you’ll bring 10+ years of software engineering experience building and operating large-scale, customer-facing systems. Bachelor's degree in Computer Science, Engineering, or similar field. Deep expertise in software architecture, distributed systems, APIs, and production engineering. Experience leading technical direction across teams and driving complex, multi-quarter initiatives. Strong experience with Kotlin, Java, C#, Python, or similar languages; Kotlin is preferred. Strong SQL and relational database experience, including performance considerations. Experience partnering with Data Science or ML teams to bring models into production. Excellent communication and influence skills, with a track record of aligning technical and cross-functional partners. Hands-on technical leadership, including coding, architecture, design reviews, and mentoring engineers. Curiosity about AI and experience using AI to improve products and engineering productivity. Experience building recommendation, personalization, search, ranking, marketplace, or discovery systems. Experience with machine learning platforms, real-time or batch feature pipelines, experimentation systems, model evaluation, or recommendation metrics. Experience building consumer products that help users compare options, make decisions, or navigate a complex purchase journey. Experience with cloud-native architectures, event-driven systems, streaming data, and high-volume services. 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). Position Pay Range $170,000 — $212,000 USD 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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

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 hiring for a Senior Principal Software Engineer in our Consumer Commerce department – the group responsible for our highest trafficked pages and products. Our mission is to deliver comprehensive, accurate, and engaging vehicle information, fostering trust and driving informed and high-intent consumer decisions, while upholding CarGurus’ standards for innovation, user-centricity, and technical excellence. In this role, you’ll contribute to high‑visibility parts of our site, introduce AI to our consumer experiences, and collaborate closely with partners in Product, UX, and Analytics. This is a fast-moving, impact-oriented environment where you will set technical direction across the department, mentor engineers, and drive high-visibility AI initiatives from concept to production at scale. What you'll do Design, build, and deploy consumer-facing experiences end-to-end to 45 million monthly visitors, from the data and model layer through to the user-facing product, being hands-on and actively participating in the implementation of select initiatives Serve as a go-to AI expert and advisor for all Consumer AI projects, providing technical guidance on architecture, design, and implementation choices Guide the platform and infrastructure decisions underpinning AI deployments, including storage, memory, request handling and load, evaluation pipelines, observability and analytics Evaluate the broader AI framework and tooling landscape, independent of any single language or ecosystem, and guide teams toward the right approach for a given problem; develop proof-of-concepts to validate AI approaches and clearly explain the trade-offs between different technologies Build and operate systems using LangChain, LangGraph, and Langfuse in Python to develop, orchestrate, and evaluate agentic and LLM-based applications in production Drive the department's adoption of fully agentic programming, defining the patterns, tooling, and best practices engineers follow when building agentic systems Partner with engineering leadership, product, and data teams to shape phased platform guidelines and roadmaps for consumer initiatives Mentor engineers across teams on system design, evaluation methodology, and operational best practices Conduct workshops and produce documentation on AI development, deployment, monitoring, and support practices across multiple teams Document architectural decisions in Architecture Decision Records (ADRs) and share findings and best practices across teams What you'll bring 10+ years of experience architecting resilient, scalable systems and leading technical direction across multiple teams with extensive experience designing, implementing, and deploying consumer-facing AI experiences in production Hands-on experience with LangChain, LangGraph, and LangFuse in Python and with the platform and infrastructure layers of AI systems, including storage, memory, load management, evaluations, and observability Broad knowledge of the AI framework and tooling landscape beyond Python, with the ability to evaluate and recommend approaches independent of language or ecosystem Hands-on full stack experience building well-structured, performant applications across frontend, backend, and the platform and infrastructure layers for production-grade systems, including experience building APIs and REST services in Java and UX applications in React preferred Strong communicator with a collaborative spirit who can influence technical direction across multiple teams and disciplines Experience working within the AWS ecosystem a plus Experience with agentic programming and multi-agent workflows, including guiding teams through adoption of these approaches Experience defining engineering patterns and standards that others adopt, and mentoring engineers on architecture and coding practices 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). Position Pay Range $191,000 — $239,000 USD 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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

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 We are looking to hire a QA Automation Engineer II to join our Enterprise Applications team. In this role, you will play a critical part in designing, building, maintaining, and improving automated test coverage across the Enterprise Applications product portfolio, working across multiple teams and platforms in line with business and technical requirements. You will partner closely with Engineering, QA,and product stakeholders to ensure our enterprise systems and integrations are stable, reliable, and release-ready. This role combines a strong hands-on focus on test automation, AI leverage and analysis of Enterprise applications across a complex enterprise stack, with particular emphasis on Salesforce and its integrations with financial platforms. What you'll do The first part of the role is experience with software quality, including the ability to create end-to-end scenarios, analyze results, and report defects. Experience with SaaS cloud-based applications such as Salesforce or similar CRM platforms is a plus. Define and execute test strategies/test scenarios/test cases daily to assure quality across CarGurus enterprise applications, including but not limited to Salesforce, Zuora, Marketo, and NetSuite. Perform a wide range of testing such as E2E, functional, exploratory, regression, smoke, black-box, and data to ensure that implemented features are free of bugs, that system integration is reliable, and that business processes are not broken. Implement, enhance, and optimize automation frameworks for specific applications and features, contributing to the evolution of automation framework design and recommending improvements for scalability, maintainability, and effectiveness. Design automation solutions that align with CI/CD practices, enabling efficient integration of automated testing into modern delivery pipelines. Collaborate with other QA engineers to help plan and test new and existing features, design, implement, improve and optimize automation framework. Work hand-in-hand and advise software developers engaged in the design, coding, reviewing, and testing of enterprise software. Troubleshoot test failures and quality issues across services, APIs, and application modules, using a systematic debugging approach and considering performance impacts where relevant Self-driven, self-motivated, works independently and with larger groups What you'll bring Bachelor’s degree in engineering degree or equivalent 3-5 years of QA experience working with cloud-based CRM/ERP technologies or enterprise applications stack, preferably Salesforce. Creative, solutions-oriented mindset with the ability to think beyond conventional approaches and leverage a variety of tools, including AI-enabled solutions, to improve efficiency, solve problems, and optimize processes You bring a deep understanding of testing methodologies, including functional, integration, regression, load, and performance testing. Experience with REST APIs and Postman testing is a plus Solid user of Atlassian tools (JIRA, Confluence…) Apex, SOQL, or any Salesforce-related developer technologies experience is a plus. Good understanding of SDLC, Agile Excellent analytical, problem-solving, and communication skills Creative with a desire to learn and take ownership Strong analytical and problem-solving skills, with a proactive approach to identifying process improvements and driving continuous innovation Eagerness to learn and adapt to new tools, technologies, and automation solutions as needed, with a flexible approach to supporting evolving team and business needs Ability to build productive cross-functional relationships and collaborate effectively with engineering, QA, and business stakeholders. 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). Position Pay Range $96,000 — $120,000 USD 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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

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 a member of the Data Science team with a focus on CarGurus’s international products, the Senior Data Scientist, International will be responsible for implementing, training and testing machine learning models in support of CarGurus’s fastest growing markets in the UK and Canada. Potential areas of support and ownership include Search Ranking, Recommendations, and Instant Market Value algorithms. What you'll do Partner with product and engineering teams in CarGurus UK and Canada to understand their product requirements and data assets Implement, train, and evaluate machine learning models using Python and AWS SageMaker. Develop and maintain data pipelines to supply training and inference data for models, using SQL and Snowflake. Collaborate with engineers to deploy models to production Evaluate performance of production-deployed models Design A/B tests of the Data Science team’s models and analyze their results Communicate solutions to stakeholders through written documentation, demos and presentations, and data visualizations Collaborate with other data scientists, machine learning engineers, and business stakeholders to scope, design, and implement machine learning projects What you'll bring Curiosity about widely varied datasets and their possibilities for unlocking customer value. Self-motivated to perform exploratory analyses and build proof-of-concept solutions. Proven experience turning data into successful products Knowledge of standard Machine Learning techniques for supervised and unsupervised learning across structured and unstructured datasets. Comprehensive knowledge of, and real-world experience with, measurement, evaluation, and testing of models. Experience deploying and/or maintaining machine learning services in production Proficiency in Python or similar languages widely used in the data science community Proficiency in SQL Ability to communicate technical details and analytical findings to both technical and non-technical audiences Advanced degree (or proven experience) in Computer Science, Data Science, Mathematics, or any quantitative science which makes use of advanced data analytics or statistical or machine learning techniques 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). Position Pay Range $144,000 — $181,000 USD 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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

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' Dealer Competitive Intelligence team is seeking a Software Engineer II (Frontend) to drive the next generation of analytics, data products, and dealer-facing experiences. This role offers a wide array of opportunities to build a new dealer-facing product from the ground up. To succeed in this role, you must be able to learn and adapt quickly while collaborating effectively with a cross-functional team. What you'll do Develop and deploy clean, well-tested and efficient code, ensuring high standards of architecture, quality and performance Provide support and improvements to core systems while maintaining high standards for internal stakeholder teams Collaborate with cross-functional teams, including data analysts and product managers, to guide projects from concept through technical design, implementation, quality testing, and performance measurement What you'll bring 2-4 years of hands-on software development experience in a professional setting Proficiency in React and Javascript fundamentals Experience or interest in leveraging AI coding tools Practical knowledge of distributed systems and microservice architecture design A strong understanding of data structures, algorithms and complexity analysis The ability to iterate and ship ideas quickly and independently Demonstrates curiosity and a passion for learning new technologies and concepts quickly Proficiency in AWS / AWS Certification preferred Proficiency in Java, SQL 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). Position Pay Range $112,000 — $141,000 USD 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. CarGurus may require in-person interviews as part of our hiring process, particularly for positions based in our Boston and Dublin offices. Candidates selected for an in-person interview will be notified in advance. Please be aware that travel expenses are the responsibility of the candidate. 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