Lead Technical Program Manager

Taskrabbit•San Francisco, CA

16h•$125,000 - $165,000•Hybrid

About The Position

Taskrabbit is a marketplace platform that conveniently connects people with Taskers to handle everyday home to-do’s, such as furniture assembly, handyman work, moving help, and much more. At Taskrabbit, we want to transform lives one task at a time. As a company we celebrate innovation, inclusion and hard work. Our culture is collaborative, pragmatic, and fast-paced. We’re looking for talented, entrepreneurially minded and data-driven people who also have a passion for helping people do what they love. Together with IKEA, we’re creating more opportunities for people to earn a consistent, meaningful income on their own terms by building lasting relationships with clients in communities around the world. Taskrabbit is a hybrid company with employees distributed across the US and EU and a Built In — Best Places to Work (2022, 2023, 2024) continually ranked across multiple national and regional categories. Join us at Taskrabbit, where your work will be meaningful, your ideas valued, and your potential unleashed! This role operates on a hybrid schedule requiring two days of in-office collaboration per week. The position can be based in either our San Francisco office or our new New York City office (opening March 2026). About the Role Taskrabbit is undertaking a major platform evolution: transitioning critical parts of our core product from a large, monolithic Rails-based codebase to a more modular, event-driven services architecture. This role exists to own and drive that transition end-to-end. As Senior Technical Program Manager, Platform, you will be responsible for planning, coordinating, and delivering multiple parallel decomposition and migration workstreams. You’ll work closely with an architect, engineering managers, product managers, and developers to ensure this work is sequenced correctly, risks are surfaced early, and progress is transparent to senior leadership. This is a high-visibility role that requires strong technical judgment, excellent cross-functional leadership, and the ability to operate comfortably in ambiguity.

Requirements

8+ years of experience in Technical Program Management or equivalent technical delivery roles
Demonstrated experience decomposing monolithic systems into services or modular architectures
Strong understanding of distributed systems, service boundaries, and dependency management
Proven ability to run complex, multi-team programs with significant technical risk
Experience facilitating Scrum of Scrums or similar cross-team execution forums
Comfortable operating at both the architectural and execution levels
Excellent written and verbal communication skills, especially with senior leadership
Demonstrated expertise with Agile frameworks (e.g., Scrum, Kanban) including backlog management, sprint planning, estimation, reviews, and retrospectives.

Nice To Haves

Experience with event-driven architectures and messaging systems (e.g., Kafka)
Familiarity with TypeScript-based backend services
Background working in polyglot environments (Rails, Node/TypeScript, etc.)
Experience modernizing legacy systems while continuing to ship product
Proven ability to design and maintain Jira configurations that support Agile (Scrum/Kanban boards, epics, story hierarchies)
Experience working as a professional software engineer

Responsibilities

Own the program to decompose portions of Taskrabbit’s monolithic Rails application into event-driven services
Drive planning and execution across multiple concurrent workstreams, including service extraction, data ownership changes, and event contracts
Partner closely with platform architects and engineering leaders to translate architectural direction into executable plans
Coordinate work across backend, frontend, mobile, and infrastructure teams
Facilitate regular planning rhythms to manage dependencies, surface risks, and unblock teams
Lead backlog grooming and sequencing to ensure migration work is aligned with product delivery
Identify and remove execution blockers, including unclear ownership, dependency conflicts, and resourcing gaps
Track and communicate progress, risks, and tradeoffs through weekly and monthly reporting to senior leadership
Ensure migration work maintains system stability, performance, and developer velocity throughout the transition
Help establish and evolve program-level operating rhythms, documentation, and source-of-truth artifacts

Benefits

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.

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