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Remote · Software Engineer

Senior Software Engineer - Developer Experience

Thumbtack · Toronto · Canada

Remote Full time CAD 180k–233k / year Posted Open until 21 Oct 2026

The job, in the employer's words

Thumbtack helps millions of people confidently care for their homes.

Thumbtack is the one app you need to take care of and improve your home — from personalized guidance to AI tools and a best-in-class hiring experience. Every day in every county of the U.S., people turn to Thumbtack to complete urgent repairs, seasonal maintenance and bigger improvements. We help homeowners know which projects to do, when to do them and who to hire from our growing community of 300,000 local service businesses. If making an impact inspires you, join us. Imagine what we’ll build together.

About the Developer Experience Team

The Developer Experience (DevEx) team makes Thumbtack's ~250 engineers more productive. We own the AI-powered developer workflows, cloud development environments, and internal developer platform the whole engineering org builds on. We're small and senior: a four-person team in Productivity Engineering, alongside Mobile Infra, Frontend Infrastructure, and Design Systems Engineering. We partner closely with engineers across the company to find their pain points and ship solutions. You can read more about our engineering culture on the Thumbtack Engineering Blog.

 

The challenge

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.

 

What you’ll do

  • 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.

     

In order to be successful, you must bring

  • Demonstrated experience building developer infrastructure, DevEx, or platform tools that other engineers depend on, from CDE rollouts and internal CLIs to MCP servers and build/CI at 100+ engineer scale.

  • Strong systems thinking: you reason about build pipelines, CI/CD, dev environments, and test infrastructure as interconnected systems, not isolated tools.

  • A UX mindset applied to engineering systems: you think in personas, journeys, and end-to-end workflows, and design for the people and agents who use what you build.

  • Hands-on experience with agentic developer tools like Claude Code, Cursor, or Codex, and considered opinions about their limits, where they help, and how to scale their use.

  • Fluency in the languages our tooling is built in: Go and Python for CLIs, services, MCP servers, and Slackbots, plus TypeScript and React for the web UIs.

  • 6+ years of industry experience in software engineering, including cross-team projects with measurable impact on engineering productivity.

 

Expected salary ranges

  • For candidates living in Ontario and British Columbia, the expected salary range for the role is currently $180,200.00 - $233,200.00.

Actual offered salaries will vary and will be based on various factors, such as calibrated job level, qualifications, skills, competencies, and proficiency for the role.

Note: Thumbtack uses AI tools to support our resume screening process. However, our Recruiting team’s expertise and judgment guide hiring decisions.

Actual offered salaries will vary and will be based on various factors, such as calibrated job level, qualifications, skills, competencies, and proficiency for the role.

Thumbtack embraces diversity. We are proud to be an equal opportunity workplace and do not discriminate on the basis of sex, race, color, age, pregnancy, sexual orientation, gender identity or expression, religion, national origin, ancestry, citizenship, marital status, military or veteran status, genetic information, disability status, or any other characteristic protected by federal, provincial, state, or local law. We also will consider for employment qualified applicants with arrest and conviction records, consistent with applicable law.

Thumbtack is committed to working with and providing reasonable accommodation to individuals with disabilities. If you would like to request a reasonable accommodation for a medical condition or disability during any part of the application process, please contact: recruitingops@thumbtack.com.

For information about how Thumbtack collects, uses, and shares personal information about job applicants, please see our Job Applicant Privacy Policy.

We put as much craftsmanship into candidate safety as we do into the hiring experience itself. While scammers may try to impersonate our team, we’ll never ask you for money, banking info, or SSNs during hiring. Check out our blueprint on how to spot the fakes.

No Mondays shows this listing as the employer published it. Check the details on the employer's site before you apply.

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Remote share — Software Engineer jobs in Canada

93% are remote

359 of 385 jobs we have listed

How long they stay open — Software Engineer jobs in Canada

37 days median time open before the listing ended

Based on 35 ended listings

Advertised pay — Software Engineer jobs in Canada

CAD 173k median advertised pay / year

Middle half: CAD 149k – CAD 200k

From 198 listings that state pay