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Senior Software Engineer; Design Systems

Remote / Online - Candidates ideally in
Chicago, Cook County, Illinois, 60290, USA
Listing for: Thumbtack
Remote/Work from Home position
Listed on 2026-10-03
Job specializations:
  • Software Development
    Full Stack Developer, Front End Developer
Salary/Wage Range or Industry Benchmark: 150000 - 210000 USD Yearly USD 150000.00 210000.00 YEAR
Job Description & How to Apply Below
Position: Senior Software Engineer (Design Systems)
  • The Design Systems team owns Thumbprint, Thumbtack’s design system used across web, iOS, and Android, plus the engineering tooling that connects design intent to shipped product code
  • We’re small and senior — a design manager and two product designers in the design org, plus two engineers in Productivity Engineering
  • This role covers web and AI-assisted workflows; the partner engineer covers cross-platform components and design tokens
  • We partner with Developer Experience on AI tooling and Frontend Infrastructure on our web stack
  • You can read more about our engineering culture on the Thumbtack Engineering Blog
  • You’ll build the AI-assisted pipeline that moves product work from design to shipped code at Thumbtack: a bidirectional bridge between Figma and Thumbprint’s React components, agentic workflows that span low-fidelity exploration through production code, and a prototyping platform where designers, PMs, and engineers iterate together
  • The pipeline is greenfield, and the design-to-code system you build is the team’s invention to make
  • Developer Experience owns the agent and tooling foundation;
    Frontend Infrastructure owns the web stack — you’ll work with both as you make the design-to-code workflow first-class in each
  • Design and implement AI-assisted workflows — using tools like Claude Code and Figma MCP — that move work between Figma, prototypes, and our production frontend codebase
  • Work as the engineering counterpart to Product Design — pairing on patterns, components, and workflows that make their work compose into shipped product
  • Evolve Thumbprint, our design system, so it composes cleanly with agentic tooling: machine-readable documentation, MCP-friendly component metadata, and tight integration with the prototyping platform
  • Partner with Developer Experience on the AI agent and tooling foundation, and with Frontend Infrastructure on our web stack, so this work builds on top of theirs rather than duplicating it
  • Engage the engineers and designers who use what you build: run office hours, prioritize their feedback, and ship the highest-impact improvements to how product teams move from idea to production
  • Prototype and evaluate emerging AI development tooling, and bring informed recommendations on what to adopt and scale at Thumbtack
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 often seen as eroding good jobs, we’re helping small business owners thrive. Our product makes entrepreneurship accessible to everyone
  • Driven by our values | Our values are the compass by which we make all our decisions. Each one matters:
    Lead with why, Make it count, Own it, Choose teamwork, and Say what you mean
  • Plus, amazing benefits | All the benefits you’d expect, plus a few more: generous parental and fertility benefits, $1800 for Thumbtack services per year and a $1200 remote work stipend
  • Virtual-first working model coupled with quarterly in-person events and Camp Thumbtack
  • 20+ company-wide holidays including two week-long shutdowns
  • Libraries (collaborative work spaces) in San Francisco, Salt Lake City, Toronto, and Manila
  • Cell phone and WiFi reimbursements
  • Subscriptions and Employee Assistance Program for mental health and well-being

Hands-on experience with AI-assisted…

Position Requirements
10+ Years work experience
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