Full-Time

Senior DevOps Engineer

CarGurus

CarGurus

1,001-5,000 employees

Online automotive marketplace with price comparisons

Compensation Overview

$137k - $171k/yr

+ Discretionary Bonuses/Incentives + RSUs

Boston, MA, USA

Hybrid

Hybrid model; some on-site days in Boston. In-person interview visits may be required in Boston (and Dublin) for certain cases.

Category
DevOps & Infrastructure (1)
Required Skills
LLM
Kubernetes
Python
Github Actions
AWS
Go
Terraform
CircleCI

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Requirements
  • 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.
Responsibilities
  • 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.

CarGurus runs an online marketplace that connects buyers and sellers of new and used cars, mainly in the United States with presence in Canada, the United Kingdom, and Germany. It helps buyers, private sellers, and dealerships search listings, compare prices, and read dealer reviews, with a data-driven ranking that weighs price, dealer reputation, and vehicle history. Revenue comes from dealership subscriptions, advertising, and value-added services like financing options and vehicle history reports. The platform aims to make car buying and selling easier and more transparent by providing clear data and a simple, accessible interface.

Company Size

1,001-5,000

Company Stage

IPO

Headquarters

Cambridge, Massachusetts

Founded

2006

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Simplify Jobs

Simplify's Take

What believers are saying

  • Discover and ChatGPT traffic convert at roughly twice normal traffic.[7]
  • PriceVantage and New Car Exposure can expand high-margin dealer software revenue.[7]
  • International growth in the U.K. and Canada adds a second expansion lever.[7]

What critics are saying

  • Google and AI assistants compress search clicks before CarGurus monetizes them.[7]
  • Dealer pushback on higher-priced bundles can slow QARSD expansion.[7]
  • Competitors like AutoTrader and Cars.com can erode traffic and inventory breadth.[4][7]

What makes CarGurus unique

  • Proprietary IMV and pricing algorithms flag good, fair, and bad deals.[1][4]
  • CarGurus combines marketplace liquidity with dealer software, not just lead generation.[4][7]
  • Its AI shopping experience adds conversational search and expert auto guidance.[4][7]

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Benefits

Company Equity

Hybrid Work Options

Flexible Work Hours

Paid Vacation

Meal Benefits

Commuter Benefits

Growth & Insights and Company News

Headcount

6 month growth

0%

1 year growth

0%

2 year growth

0%
Yahoo Finance
Apr 14th, 2026
CarGurus shares jump 19% after Q4 revenue beats expectations at $241M

CarGurus reported Q4 revenues of $241.1 million, up 14.7% year-on-year, exceeding analyst expectations by 0.8%. The automotive marketplace delivered mixed results, with next quarter's revenue guidance topping expectations but EBITDA guidance falling short. CEO Jason Trevisan called 2025 "a pivotal year" as the company expanded products across dealer workflows and consumer journeys whilst delivering strong financial performance. The stock has risen 19.3% since reporting and currently trades at $34.85. Amongst 12 tracked online marketplace stocks, Q4 results were mixed overall. Revenues beat consensus estimates by 1.5%, whilst next quarter's guidance was in line. Share prices have increased 3.1% on average since earnings. eBay posted the strongest quarter with revenues of $2.97 billion, up 15% year-on-year.

Yahoo Finance
Mar 11th, 2026
CarGurus sheds loss-making CarOffer as AI dealer tools drive 47% cash flow surge to $266M

CarGurus has raised its profile amongst auto marketplace competitors by divesting unprofitable operations whilst monetising AI-powered dealer tools that demonstrably improve customer results. The stock is up 12.4% since its fourth-quarter earnings report, outperforming the SPY index which dropped 2.11% over the same period. The company completed the wind-down of CarOffer, its struggling wholesale vehicle transactions business, on 31 December 2025. Full-year 2025 gross profit reached $841.5 million, up nearly 14% year-over-year, whilst free cash flow hit $265.96 million, up 47.49%. CarGurus' AI-powered inventory pricing tool, PriceVantage, showed early adopters achieving five times faster vehicle turn times and a 71% increase in daily shopper connections. Total paying dealers reached 34,409 in fourth quarter, up 7% year-over-year.

IT Security News
Feb 24th, 2026
CarGurus data breach affects 12.5 million accounts

CarGurus data breach affects 12.5 million accounts. 2026-02-24 23:02 Discover more Incident response planning Malware removal service Password managers IT security articles Malware analysis tools Automotive marketplace CarGurus was the target of a data breach in which the names, email addresses, phone numbers, and physical addresses of millions of customers were stolen. Read the original article: Malware analysis software Discover more Information security training Security awareness training Data privacy solutions Cybersecurity news subscription Information security consulting Cybersecurity training courses Cloud security solutions In February 2026, the automotive marketplace CarGurus was the target of a data breach attributed to the threat actor ShinyHunters. Following an attempted extortion, the data was published publicly and contained more than 12M email addresses across multiple files including user account ID mappings, finance pre-qualification application data and dealer... February 22, 2026 Discover more Digital forensics tools Security policy templates Data breach monitoring Digital information management Identity security software Endpoint security software Secure email gateways Latest in a rash of grab-and-leak data incidents CarGurus allegedly suffered a data breach with 1.7 million corporate records stolen, according to a notorious cybercrime crew that posted the online vehicle marketplace on its leak site on Wednesday... This article has been indexed from The Register - SecurityRead the original article:... February 18, 2026 Discover more Antivirus software Network security appliances IT Security Computer security Penetration testing services Data leak detection HealthEquity said the March data breach included personal information and protected health data on millions of people. (C) 2024 TechCrunch. All rights reserved. For personal use only. This article has been indexed from Security News | TechCrunch Read the original article: HealthEquity data breach affects 4.3 million people July 30, 2024

Yahoo Finance
Feb 24th, 2026
CarGurus reports 14% revenue growth to $907M, adds 1,357 US dealers in record expansion

CarGurus reported 14% annual revenue growth to $907 million for 2025, driven by record dealer network expansion. The company added 1,357 paying US dealers and achieved a 14% increase in international accounts. Fourth-quarter revenue reached $241.09 million, up 5.49% year-over-year. International revenue surged 32% in the quarter, whilst the company launched new products to enhance dealer workflows and consumer digital capabilities. CarGurus wound down its car offer business in Q4, incurring $13.3 million in related costs. For first-quarter 2026, the company projects revenue growth between 13% and 16%. However, it anticipates margin compression of 1.5 to 2.5 percentage points as it prioritises investments in international expansion, account management and technology over short-term profitability.

VivaLanka.com
Feb 24th, 2026
CarGurus data breach affects 12.5 million accounts

CarGurus data breach affects 12.5 million accounts. Tuesday, February 24, 2026 - https://techcrunch.com/ Automotive marketplace CarGurus was the target of a data breach in which the names, email addresses, phone numbers, and physical addresses of millions of customers were stolen.