Thumbtack logo

Lead Operations Program Manager, Product

Thumbtack

Toronto, Ontario, CanadaRemoteFull-timeCAD 165–201K/yrPosted 1mo agoVerified open 5 days ago

Most applications go out cold — see where you stand first. No sign-up to start.

At a glance

Compensation
CAD 165–201K/yr
Location
Toronto, Ontario, CanadaRemote
Schedule
Full-time
Work Authorization
Not specified

Job overview

Thumbtack is hiring a Lead Operations Program Manager, Product. Thumbtack is seeking a Lead Operations Program Manager to partner with product leadership, designing AI‑centered planning, prioritization, and execution processes. The role involves shaping operating rhythms, leading strategic programs across product, engineering, design, and analytics, and driving change management to improve decision‑making and alignment within the product organization.

Key focus areas include Lead annual and ongoing continuous planning for the Product organization, Design how the Product org operates including leadership forums and decision‑making processes, and Lead large strategic programs spanning Product Engineering Design and Analytics.

Successful candidates bring 10+ Years In Strategy, Operations, Or Program Management, Experience Partnering With Product And/Or Design Organizations, and Track Record Of Leading Large, Strategic Programs And Cross-Functional Initiatives. Important skills include Strategic Alignment, Decision-Making Processes, Cross-Functional Operating Rhythms, Program Management, Change Management, and Stakeholder Dynamics. Preferred (not required): Consumer Marketplaces, SMB Platforms, and Technology-Enabled Services.

Skills & qualifications

RequiredNice to have

Skills

Strategic AlignmentDecision-Making ProcessesCross-Functional Operating RhythmsProgram ManagementChange ManagementStakeholder DynamicsStructured Problem-SolvingSystems ThinkingModern Planning ApproachesContinuous PlanningLinearConsumer MarketplacesSMB PlatformsTechnology-Enabled Services

Qualifications

10+ Years in Strategy, Operations, or Program ManagementExperience Partnering With Product and/or Design OrganizationsTrack Record of Leading Large, Strategic Programs and Cross-Functional InitiativesExperience Building Scalable Processes and Planning SystemsProven Ability to Create Structure and Clarity Out of AmbiguityExperience With Modern Planning Approaches and Tools

Full job description

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 Product Team The Product team defines the strategy, experiences, and roadmap that help millions of homeowners confidently care for their homes. We partner closely with Engineering, Design, Analytics, and cross-functional leaders to build products that solve meaningful customer problems while advancing Thumbtack's business goals. As we embrace AI-native ways of working, modern planning practices, and new organizational models, operational excellence is essential to helping teams stay focused, aligned, and able to deliver their best work.

About the role We're hiring a Lead Operations Program Manager, Product to partner closely with product leadership to transform how we plan, build and operate as a product organization - with AI at the center of our work. Reporting to a Senior Director of Product, you'll help us design from first principles how the Product organization plans, prioritizes, and executes as we adopt AI-enabled workflows, evolve our planning approach, and introduce new ways of working. Supporting both PM and Design, you'll lead strategic initiatives, establish scalable operating rhythms, and strengthen collaboration across all functions in product development (Engineering, Product, Analytics, and Design). If you're energized by ambiguity and creating clarity & cohesion via thoughtful systems and processes, this role offers the opportunity to shape how our Product org operates at Thumbtack.

What you’ll do

  • Lead annual and ongoing continuous planning for the Product organization, using deep knowledge of company operations and business performance to influence operating rhythms for strategic alignment.

  • Design how the Product org operates — leadership forums, decision-making processes, and cross-functional operating rhythms — in ways that scale across teams and shape the function's direction.

  • Lead large, strategic programs spanning Product, Engineering, Design, and Analytics, driving alignment across teams and resolving high-level issues with minimal guidance.

  • Set the strategy and processes behind key Product operations programs (e.g., onboarding, communications, team rituals), ensuring they scale with the org and reflect how Product wants to operate.

  • Lead large-scale change management programs, influencing cross-functional teams to adopt new planning strategies, systems, or processes.

  • Drive strategic discussions with senior leaders, proactively navigating stakeholder dynamics and aligning diverse perspectives to ensure buy-in.

  • Take ownership of ambiguous, cross-functional problems, using structured problem-solving and systems thinking to develop comprehensive, long-term solutions.

In order to be successful, you must bring

  • 10+ years of experience in strategy, operations, or program management within high-growth technology companies or similarly fast-paced environments.

  • Deep experience partnering with Product and/or Design organizations, with expert-level fluency in how modern product teams plan, prioritize, and deliver work.

  • A track record of leading large, strategic programs and cross-functional initiatives — influencing senior leaders and aligning teams around shared goals without formal authority.

  • Experience building scalable processes and planning systems that improve organizational decision-making and execution.

  • Proven ability to create structure and clarity out of ambiguity — using structured problem-solving and systems thinking to design comprehensive, long-term solutions and help organizations navigate change.

  • Experience with modern planning approaches and tools (e.g., Continuous Planning, Linear, or similar platforms) that support how product organizations plan and operate.

  • Experience in consumer marketplaces, SMB platforms, or technology-enabled services is preferred.

Expected salary ranges

  • For candidates living in Ontario and British Columbia, the expected salary range for the role is currently $164,700.00 - $201,300.00.

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.

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: [email protected] .

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.

You've read the whole posting — now see how you match it.