About the RoleWe're seeking a Senior Software Engineer to join our Tasker & Supply team, someone who doesn't just build, but raises the quality bar across our entire ecosystem. You'll be instrumental in shaping the experience of the taskers who power our marketplace. Your work will focus on onboarding, category/skill eligibility, and marketplace matching through our Ruby on Rails engine architecture, as well as critical work moving our service contracts toward strongly-typed TypeScript bindings.
Key Responsibilities- Architect: Work with the engineering manager and architects to define the multi-quarter technical roadmap for Tasker & Supply (onboarding, category eligibility, geography, matching). Drive strategy, tackle tech debt, and evolve our engine boundaries, gateway contracts, and data models.
- Tech Lead: Lead complex, cross-team initiatives around marketplace liquidity and supply-demand matching.
- Solver: Take ambiguous, high-stakes business goals and turn them into clear technical strategies, designs, and experiments.
- Operational Excellence: Improve reliability and observability (Datadog, Kafka) for onboarding, matching, and supply-side systems. Own the hard production debugging and push for real, systemic fixes.
- Multiplier: Be our go-to Ruby/Sorbet expert. Champion good testing and AI practices, mentor other engineers, and write documentation people actually use.
- Champion AI-Driven Development & Contract Binding: Lead adoption of Spec-Driven Development with AI tools, and help move our service integrations toward strongly-typed TypeScript contracts.
Who you are- 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 or engine-boundary architecture.
- A track record of building and owning observability and alerting for critical systems.
- Strong communication skills, the ability to influence without authority, and real ownership over systems that affect marketplace supply and tasker trust.
Bonus Points if you have:- Experience with Spec Driven Development.
- Hands-on experience with AI tools.
- Experience replatforming legacy monolith code into cleanly-bounded engines.
- Experience moving a typed backend toward TypeScript-bound contracts.
Compensation & Benefits: At Taskrabbit, our approach to compensation is designed to be competitive, transparent, and equitable. Total compensation consists of base pay + bonus + benefits + perks. The base pay range for this position is $130,000 - $180,000. This range is representative of base pay only, and does not include any other total cash compensation amounts, such as company bonus or benefits. Final offer amounts may vary from the amounts listed above and will be determined by factors including, but not limited to, relevant experience, qualifications, geography, and level.
You'll love working here because:- Taskrabbit is a Hybrid Company. We value flexibility and choice but also stay committed to regular in-person connection.
- The People. You will be surrounded by some of the most talented, supportive, smart, and kind leaders and teams -- people you can be proud to work with!
- The Diverse Culture. We believe that we make better decisions when our workforce reflects the diversity of the communities in which we operate. Women make up half of our leadership team and our diversity representation is above that of the tech industry average.
- The Perks. Taskrabbit offers our employees with employer-paid health insurance and a 401k match with immediate vesting for our US based employees. We offer all of our global employees generous and flexible time off with 2 company-wide closure weeks, Taskrabbit product stipends, wellness + productivity + education stipends, IKEA discounts, reproductive health support, and more. Benefits vary by country of employment.
