Thumbtack

Staff Software Engineer, AI/ML Infrastructure

Thumbtack
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4 hours ago
Remote, CanadaStaff+

Responsibilities

  • Set technical direction for AI/ML platform and AI evaluation platform systems spanning multiple teams.
  • Build and operate model training, model serving, feature and data workflows, orchestration, deployment, observability, and evaluation tooling.
  • Develop scalable backend services and execution infrastructure for GenAI-powered applications.
  • Build evaluation capabilities including trace ingestion, scorer infrastructure, LLM-as-judge calibration, regression gates, and self-service tooling.
  • Partner with applied scientists, product engineering teams, senior engineers, and leadership on roadmaps and build/buy/adopt decisions.
  • Drive projects to completion with measurable business impact and lead incident response for production systems.

Requirements

  • 10+ years of professional software engineering experience with staff-level technical leadership or equivalent scope.
  • 3+ years of production experience building AI/ML infrastructure such as model serving, feature platforms, training systems, orchestration systems, or ML observability.
  • Hands-on production experience with LLM-powered systems, including areas such as LLM gateways, prompt and model lifecycle management, RAG, agentic architectures, or LLM cost optimization.
  • Experience building or operating AI evaluation systems, including offline evaluation pipelines, LLM-as-judge calibration, regression testing, or A/B measurement of AI features.
  • Deep experience designing, building, and operating reliable distributed systems at meaningful scale, including on-call and incident leadership.
  • Ability to use AI coding tools and validate, critique, and refine AI-generated output.
Thumbtack

About Thumbtack

1,001-5,000 employees

Thumbtack builds a marketplace and app that connects U.S. homeowners with service professionals for repairs, maintenance, and home improvements. Pros pay for leads and bookings generated on the platform, and can use built-in tools for scheduling, messaging, and payments. Founded in 2008 and headquartered in San Francisco, it features a network of about 300,000 local businesses and has supported over 11 million projects nationwide.

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