Senior Software Engineer (Developer Experience)
Company: Thumbtack
Location: Toronto, Ontario, Canada {{REMOTE}}
Type: Full-time
Posted: 2026-06-14
About this role
- We’re building the infrastructure for an AI-native engineering organization, and every stream here is active work today: agentic developer tools like Claude Code, Codex, and Cursor, backed by a library of skills that encode Thumbtack-specific knowledge; a catalog of Model Context Protocol (MCP) servers that make our internal tools AI-accessible; and cloud development environments (CDEs) built for humans and agents alike
- Alongside these, we’re modernizing the Web and CLI tooling layers engineers reach for every day
- A single improvement we ship can move dozens of teams forward
- Build the platforms behind agentic developer workflows: roll out the tools the org builds on (Claude Code, Codex, Cursor) and ship the skills, plugins, and MCP servers that run across them
- Design and build the product surfaces engineers and AI agents reach for daily: self-service workflows in our Backstage developer portal, our developer CLI, IDE integrations, and the framework engineers use to build and deploy their own agents
- Own and evolve our Cloud Development Environment (CDE) platform for both human developers and AI agents
- Improve the build systems, CI/CD pipelines, test infrastructure, and observability the whole org depends on
- Prototype and evaluate new AI developer tools as they land, and decide what to adopt, configure, and scale across the engineering org
### Benefits
- Parental leave
- Health insurance
- Community matters | Sure, our ways of connecting have changed. But we haven’t missed a beat, from virtual concerts to “TTversary” celebrations to weekly catch-ups
- Always be improving | We bring out the best in our colleagues — and our product — by pushing each beyond what we believe we’re capable of. We give honest feedback, even when it’s hard
- Wellness is a way of life | We promote balance with generous PTO and company-wide holidays — and find our centers every Wellness Wednesday with yoga featuring a Thumbtack pro
- A worthy mission | In a world where tech is...