Team Lead, DevX Platform as a Service

CarGurusBoston, MA
$154,000 - $193,000Hybrid

About The Position

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.

Requirements

  • 5+ years of experience as a software engineer in a professional setting, with some experience leading projects, mentoring engineers, or acting as a tech lead / team lead.
  • Deep Kubernetes/EKS experience operating production workloads at scale, with proficiency in containerization and cloud environments.
  • Strong Go (or equivalent) systems programming skills; familiarity with controller/operator patterns is a plus.
  • AWS fluency across core primitives (networking, IAM, load balancing, storage) and platform guardrails.
  • Infrastructure as Code experience (Terraform, Helm, ArgoCD, GitHub-based workflows) and CI/CD automation.
  • An observability and SRE mindset: metrics, tracing, logging, SLOs, incident response, and post-incident learning.
  • A security-by-default bent: policy-as-code (e.g., Kyverno), least-privilege, image/runtime controls.
  • People leadership instincts: you enjoy growing engineers, running a calm and predictable team, and making sharp prioritization calls under competing demands.
  • Developer empathy and clear communication; you enjoy building paved roads that hundreds of engineers can rely on, and you can tailor your message to both technical and non-technical audiences.
  • An enthusiasm for leveraging AI to accelerate both your team's work and how the platform enables engineering.

Nice To Haves

  • Familiarity with controller/operator patterns is a plus.

Responsibilities

  • Own team operations for DevX PaaS: run 1:1s, sprint ceremonies, and quarterly capacity and project planning, and represent PaaS in Engineering Platform planning and prioritization forums.
  • Grow the engineers on your team through coaching, feedback, and equitable allocation of high-impact, growth-oriented work — including an "epic lead" model where engineers own end-to-end delivery of major initiatives.
  • Shape the team's quarterly portfolio so that the team's energy is spent on the highest-leverage work, balancing a heavy load of non-discretionary platform work (upgrades, migrations, maintenance, on-call) against modernization and strategic initiatives.
  • Be the primary point of contact for PaaS across Engineering Platform — framing problems, aligning on scope, and making sure downstream teams understand impacts and timelines.
  • Help design, build, and operate the Kubernetes platform on AWS EKS with a focus on reliability, security, and developer ergonomics (multi-env, multi-region).
  • Guide the team's Controller/Operator and deployment model (e.g., CGService) to provide consistent, self-service delivery across repositories and environments.
  • Lead critical upgrades and rollouts: Kubernetes, Rancher, and routine add-on upgrades utilizing ArgoCD and HCP Terraform.
  • Set the direction for autoscaling across product and EP services — driving automated scale-down, day-2 EKS optimizations, and cost/performance wins in partnership with product teams.
  • Champion agentic and AI-assisted workflows for cluster maintenance — automating EKS upgrades, PR generation, and bundled maintenance to reduce manual toil and create predictable, low-disruption maintenance windows.
  • Advance service discovery (and eventually service mesh) to provide a robust, automated way for services to find and communicate with each other, reducing hard-coded dependencies and improving system resilience.
  • Expand our proprietary Mach5 platform with AWS-native capabilities, continuing to shield developers from Kubernetes complexity while modernizing the underlying stack.
  • Guide remaining platform modernization, including the tail end of the ingress-nginx retirement / Gateway API migration, to simplify developer configuration and reduce operational toil.
  • Pilot a more scalable, AI-assisted support model for developer questions — starting with PaaS — by curating documentation, embedding AI into the support flow, and reducing the manual triage burden on the team.
  • Raise platform reliability by hardening alerting/runbooks and participating in the team's on-call rotation with sensible, business-hours expectations and documented handoffs.
  • Represent PaaS in EP-level forums (all-hands, capacity planning, leads meetings), translating technical trade-offs into clear, audience-appropriate language for both engineers and executive stakeholders.
  • Build relationships across DevX, Engineering Platform, and product teams to advocate for the platform work that matters and to keep partners aligned and informed.
  • Champion a healthy, customer-centric operating model where platform priorities are visible and traceable to the outcomes our customer teams care about.

Benefits

  • Equity for all employees, both when they start and as they continue to grow with us.
  • Career development programs
  • Corporate giving programs
  • Employee resource groups (ERGs) and communities
  • Flexible hybrid model
  • Robust time off policies
  • Daily free lunch
  • New car discount
  • Meditation and fitness apps
  • Commuting cost coverage
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