Senior Software Engineer

About Us

Taskrabbit is a marketplace platform that connects people with Taskers to handle everyday home tasks, such as furniture assembly, handyman work, moving help, and more. We aim to transform lives one task at a time, celebrating innovation, inclusion, and hard work. Our collaborative, pragmatic, and fast-paced culture values entrepreneurial, data-driven individuals passionate about helping others. Together with IKEA, we create opportunities for people to earn a consistent, meaningful income on their own terms. Taskrabbit is a hybrid company with employees across the US and EU, recognized as a Best Places to Work (2022–2025).

About the Role

We're seeking a Senior Software Engineer to join our Tasker & Supply team. You’ll raise the quality bar across our ecosystem, shaping the experience of Taskers who power our marketplace. Your work will focus on onboarding, category/skill eligibility, marketplace matching via our Ruby on Rails engine, and moving service contracts toward strongly-typed TypeScript bindings.

Responsibilities

• Architect: Collaborate with engineering leadership to define the multi-quarter technical roadmap for Tasker & Supply (onboarding, category eligibility, geography, matching). Drive strategy, reduce tech debt, and evolve engine boundaries, gateway contracts, and data models.
• Tech Lead: Spearhead complex, cross-team initiatives around marketplace liquidity and supply-demand matching.
• Solver: Translate ambiguous, high-stakes business goals into clear technical strategies, designs, and experiments.
• Operational Excellence: Improve reliability and observability (Datadog, Kafka) for onboarding, matching, and supply-side systems. Debug production issues and implement systemic fixes.
• Multiplier: Serve as our Ruby/Sorbet expert. Champion testing, AI practices, mentorship, and documentation.
• Champion AI-Driven Development & Contract Binding: Lead adoption of Spec-Driven Development with AI tools and migrate service integrations to strongly-typed TypeScript contracts.

Requirements

• 5+ years of professional software engineering experience, with a track record of leading complex work and influencing multiple teams.
• Strong background in Ruby on Rails and typed Ruby (Sorbet), plus working knowledge of TypeScript, especially contract-driven type generation.
• Solid SQL and data modeling skills (MySQL).
• Hands-on experience with async/event-driven systems (Kafka) and service/engine-boundary architecture.
• Proven ability to build and own observability/alerting for critical systems.
• Strong communication skills, ability to influence without authority, and ownership of systems impacting marketplace supply and Tasker trust.

Nice to Have

• Experience with Spec-Driven Development.
• Hands-on experience with AI tools.
• Experience replatforming legacy monoliths into cleanly-bounded engines.
• Experience migrating typed backends to TypeScript-bound contracts.

Schedule

This role is hybrid, requiring 2 days in-office at our San Francisco hub (130 Sutter St) every Tuesday and Wednesday.

Pay

The base pay range for this position is $130,000–$180,000. Final offers may vary based on experience, qualifications, geography, and level.

Benefits

• Health & Wellness: Employer-paid health insurance (US) and reproductive health support.
• Retirement: 401k match with immediate vesting (US).
• Time Off: Flexible PTO with 2 company-wide closure weeks annually.
• Stipends: Taskrabbit product, wellness, productivity, and education stipends.
• Discounts: IKEA discounts.
• Culture: Hybrid flexibility, diverse and inclusive workplace, and meaningful work with a collaborative team.

Candidates must be legally authorized to work in the United States without employer sponsorship now or in the future.