
Cargurus · Boston
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 ...
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 DevX PaaS team builds and operates CarGurus' Kubernetes-based developer platform that enables product teams to ship quickly,
reliably, and at scale. We're a sub-team within Developer Experience in Engineering Platform, partnering across engineering to
remove friction, modernize our stack, and accelerate time-to-market.
This is a player-coach leadership role. As Team Lead, you'll own the day-to-day leadership of a small team of engineers — running
ceremonies, planning quarterly capacity, growing the people on your team, and serving as the primary point of contact for PaaS
across Engineering Platform — while staying technically hands-on enough to make meaningful contributions on our most important
platform work — autoscaling, agentic automation of cluster maintenance and upgrades, service discovery, and the continued
evolution of our proprietary Mach5 platform with AWS-native capabilities. You'll be the connective tissue between our platform's
technical direction and the developers who depend on it every day.
Three big bets anchor the team's near-term direction: keeping Kubernetes healthy and cost-efficient through autoscaling and
increasingly automated maintenance; piloting an AI-assisted support model for developer questions (starting with PaaS); and
standing up service discovery (and eventually service mesh) to simplify how services connect. Everything below ladders up to these
themes.
What you'll do
Lead the team
in Engineering Platform planning and prioritization forums.
including an "epic lead" model where engineers own end-to-end delivery of major initiatives.
non-discretionary platform work (upgrades, migrations, maintenance, on-call) against modernization and strategic initiatives.
downstream teams understand impacts and timelines.
Drive the platform (hands-on)
ergonomics (multi-env, multi-region).
repositories and environments.
cost/performance wins in partnership with product teams.
maintenance to reduce manual toil and create predictable, low-disruption maintenance windows.
with each other, reducing hard-coded dependencies and improving system resilience.
while modernizing the underlying stack.
simplify developer configuration and reduce operational toil.
embedding AI into the support flow, and reducing the manual triage burden on the team.
business-hours expectations and documented handoffs.
Communicate and partner
audience-appropriate language for both engineers and executive stakeholders.
keep partners aligned and informed.
customer teams care about.
What you'll bring
engineers, or acting as a tech lead / team lead.
environments.
calls under competing demands.
tailor your message to both technical and non-technical audiences.
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
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 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
We are Datadog's in-house product experts. The technical solutions team enables Datadog's worldwide growth by educating potential clients and ensuring that existing customers are happy and successful. The Product Solution Architecture team works closely with Datadog customers, Datadog’s Product management, engineering and Tech Solutions teams to help architect and implement the Datadog Solution. The team has grown to cover more than 12 Product Categories and needs a highly motivated, results-oriented individual to help lead the team. At Datadog, we place value in our office culture - the relationships and collaboration it builds, and the creativity it brings to the table. We operate as a hybrid workplace to ensure our Datadogs can create a work-life harmony that best fits them. What You’ll Do: * Manage a team of expert individual contributors, working with Engineering and Product Management on their Product, who help create best practices for adoption of Datadog at scale. * Assist in recruiting and hiring of top talent for the team. * Mentor/coach new hires during on-boarding to ensure proper ramping of skills and capabilities * Ensure that your team is aligned to top company initiatives and enabled to work with various Datadog internal and external stakeholders * Deliver performance reviews along with collaborating on and executing individual development plans * Be a Trusted Advisor to Product Management by providing high quality feedback based on your field experience working closely with our Sales, Support, Partners and Customers * Offer guidance on architecture choices, data collection, and best practices to large Enterprise customers as they adopt these Datadog services across the organization * Participate in Executive Brief conversations with high profile customers and prospects about overall architecture, Observability Best Practices and industry trends Who You Are: * 10+ years of experience solving complex problems for customers and a strong knowledge of observability space. * 5+ years of people management experience. * Experienced in interacting and influencing key stakeholders (VPs, C level) in large organizations * You have excellent verbal and written communication skills * Fluent in the monitoring market domain, competition, technological shifts and customer needs * Proven in your ability to grow and develop a team * Experienced in recruiting both individual contributors and front line leaders * Able to think strategically and creatively about a wide variety of challenges Datadog values people from all walks of life. We understand not everyone will meet all the above qualifications on day one. That's okay. If you’re passionate about technology and want to grow your skills, we encourage you to apply. Benefits and Growth: * Best-in-breed onboarding * Generous global benefits * Intra-departmental mentor and buddy program for in-house networking * New hire stock equity (RSUs) and employee stock purchase plan (ESPP) * Continuous professional development, product training, and career pathing * An inclusive company culture, able to join our Community Guilds and Inclusion Talks Benefits and Growth listed above may vary based on the country of your employment and the nature of your employment with Datadog. Datadog offers a competitive salary and equity package, and may include variable compensation. Actual compensation is based on factors such as the candidate's skills, qualifications, and experience. In addition, Datadog offers a wide range of best in class, comprehensive and inclusive employee benefits for this role including healthcare, dental, parental planning, and mental health benefits, a 401(k) plan and match, paid time off, fitness reimbursements, and a discounted employee stock purchase plan. The reasonably estimated yearly salary for this role at Datadog is: $211,000—$309,000 USD ---------------------------------------------------------------------------------------------------------------------------------- About Datadog: Datadog is the leading observability and security platform for the AI era, providing businesses with unified visibility across the technology stack to manage complexity at scale. It brings applications, infrastructure, data, models, and security into one place, using AI to detect and resolve issues before they impact customers. Trusted globally by Fortune 500 companies and high-growth AI leaders, Datadog enables businesses to move faster with clarity and confidence. Learn more about #DatadogLife on Instagram, LinkedIn, and Datadog Learning Center. ---------------------------------------------------------------------------------------------------------------------------------- Equal Opportunity at Datadog: Datadog is proud to offer equal employment opportunity to everyone regardless of race, color, ancestry, religion, sex, national origin, sexual orientation, age, citizenship, marital status, disability, gender identity, veteran status, and other characteristics protected by law. We also consider qualified applicants regardless of criminal histories, consistent with legal requirements. Here are our Candidate Legal Notices for your reference. Datadog endeavors to make our Careers Page accessible to all users. If you would like to contact us regarding the accessibility of our website or need assistance completing the application process, please complete this form. This form is for accommodation requests only and cannot be used to inquire about the status of applications. Privacy and AI Guidelines: Any information you submit to Datadog as part of your application will be processed in accordance with Datadog’s Applicant and Candidate Privacy Notice. For information on our AI policy, please visit Interviewing at Datadog AI Guidelines.
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 Car shopping is complicated. At CarGurus, we use data and technology to make it simple, giving people the tools they need to confidently find, buy, finance, or sell a car. The best part? Our work makes a real impact. We’re the most-visited car-shopping site in the US and we are growing fast in our international markets. Ready to come along for the ride? The Data Engineering team at CarGurus is looking for a Manager of Data Platform & Operations Engineering to enable our data platform efforts across the company. You will be responsible for leading the reliability, scalability, and day-to-day operations of our data platform, ensuring trusted and timely data for stakeholders in Product Management, Marketing, Finance, and Engineering. You will own the platform roadmap across ingestion, orchestration, storage, and observability; set and uphold SLAs, cost, security, and quality controls; and establish operational best practices and runbooks. You will partner closely with our internal customers to prioritize capabilities, resolve incidents, and continuously improve developer experience, while contributing to our enterprise data strategy and governance as we scale our core business. What you'll do * Grow and lead a team of data engineers who will support a diverse set of stakeholders across our business and engineering orgs * Provide technical leadership to your team to build maintainable data architectures * Design and oversee scalable, cloud-native data architecture supporting batch and real-time pipelines * Develop a vision for CarGurus’ data platform, identifying gaps in our people and technology strategies and setting high standards for data quality * Ensure platform scalability, performance, security and cost optimization * Collaborate with Product Management to prioritize initiatives, manage the execution of projects, and implement agile software development practices as needed * Foster a culture of ownership, collaboration, innovation, and continuous improvement What you'll bring * BA or BS Degree in Computer Science, related field, or equivalent experience * 5+ years of experience in product/business analytics, data engineering, analytics engineering, or related field * 2+ years of hands-on people management experience * Experience writing code using best practices in a language such as Python, Java, Go, etc. * Experience working with a cloud data warehouse (e.g., Snowflake, Amazon Redshift, Google BigQuery) and a modern business intelligence platform (e.g., Tableau, Looker, Domo) * Expert level SQL proficiency and deep familiarity with dimensional modeling best practices * Experience distilling requirements and enabling both technical and non-technical stakeholders to reach their end goals * You’ve already experimented with AI in work or personal projects, and you’re excited to dive in and learn fast. You’re hungry to responsibly explore new AI tools and workflows, finding ways to make your work smarter and more efficient. 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 $160,000—$201,000 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