Thumbtack

Senior Program Manager, Learning & Development (AI & Innovation)

United States

Not SpecifiedCompensation
Senior (5 to 8 years)Experience Level
Full TimeJob Type
UnknownVisa
Professional Training & Coaching, Information Technology & ServicesIndustries

Job Description

Company Information

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 Talent Team

The Talent Team, a department under our broader People org, brings together Recruiting, Learning & Development, and Talent Management under one unified vision to create seamless and impactful experiences for every individual who joins Thumbtack. From the first interaction with a prospective candidate to their journey as high performing team members, our integrated approach ensures that every step is thoughtful, aligned, and geared toward long term success. This alignment allows us to attract top tier talent, foster a culture of continuous learning, and nurture high potential individuals, all while delivering exceptional results. By thinking bigger and collaborating as one team, we're not just shaping careers, we're building the future of Thumbtack.

About the Role

If the idea of helping people unlock the power of AI actually excites you (not in a buzzword kind of way, but in a real, practical, “let’s make this useful” kind of way) this role might be your sweet spot. We’re looking for a L&D Senior Program Manager to lead AI enablement at Thumbtack. You’ll shape the strategy, build the programs, and create the tools that help our team learn how to use AI in meaningful, effective ways. You’ll also flex your L&D skills more broadly, jumping in on programs like onboarding, leadership development, and career growth as priorities evolve. No two days will look exactly the same, but the thread that ties it all together is curating learning experiences people actually want to engage with.

You’ll be joining a small but mighty team. Right now, L&D is a team of one. This role will double that. And while your L&D leader will be on parental leave when you join, you won’t be totally on your own. In the interim, you’ll report into our VP of Talent, and you’ll be supported by a broader Talent team that collaborates closely and cares deeply. We’re big on trust, light on red tape, and excited about what the future of learning can look like when it’s done right.

Responsibilities

  • Shape Our AI Learning Strategy: Build trust across the organization and quickly assess learner needs to develop a thoughtful, multi-pronged strategy for AI learning enablement, ensuring employees at all levels feel confident and empowered to leverage AI in their work.
  • Design Impactful, Org-Wide Learning Experiences: Create and launch learning programs that meet employees where they are by tailoring content for different levels of AI familiarity, from cautious beginners to confident power users.
  • Partner with Business Leaders: Collaborate with teams across the company to uncover high-impact opportunities for AI integration within their functions.
  • Create Scalable Resources: Design practical resources—such as playbooks, job aids, and functional guides—that enable teams to confidently embed AI into their daily workflows.
  • Experiment with AI in L&D: Apply your curiosity and creativity to test out new ways AI can be used within L&D by integrating smart tools into programs, systems, and operations to increase impact and efficiency.
  • Adapt and Support Across L&D Priorities: Roll up your sleeves to support the broader L&D roadmap as priorities shift, jumping in on initiatives like onboarding, leadership development, career growth, and more.
  • Collaborate Across a High-Trust Team: Partner closely with a small team.

Position Overview

We are seeking a L&D Senior Program Manager to lead AI enablement at Thumbtack. This role will involve shaping the strategy, building programs, and creating tools to help employees effectively use AI. The position also offers the opportunity to contribute to broader L&D initiatives such as onboarding, leadership development, and career growth.

Requirements

  • Experience in Learning & Development.
  • Ability to shape strategy, build programs, and create tools.
  • Skills in tailoring content for different audience levels.
  • Experience partnering with business leaders.
  • Ability to create scalable resources like playbooks and job aids.
  • Curiosity and creativity in experimenting with new tools and methods.
  • Willingness to support broader L&D roadmap as priorities evolve.
  • Strong collaboration skills.

Application Instructions

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Salary

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Location Type

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Employment Type

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Skills

AI
Learning & Development
Program Management
Training Program Design
Leadership Development
Onboarding
Career Growth

Thumbtack

Online marketplace connecting consumers with local professionals

About Thumbtack

Thumbtack connects consumers with local professionals for various services through its online marketplace. Users can find professionals like plumbers, electricians, and landscapers by searching the platform, comparing prices, reading reviews, and booking services directly. The platform offers cost estimates based on numerous bids from professionals, helping consumers understand potential service costs. Thumbtack generates revenue by charging professionals for leads, which are inquiries made by customers through the site. This model allows Thumbtack to serve a wide range of customers across the U.S., making it easier for them to find and hire local service providers.

San Francisco, CaliforniaHeadquarters
2008Year Founded
$680.3MTotal Funding
DEBTCompany Stage
Consumer Software, Consumer GoodsIndustries
1,001-5,000Employees

Benefits

Remote Work Options
Paid Holidays
Phone/Internet Stipend
Mental Health Support

Risks

Increased competition from OfferUp could dilute Thumbtack's market share.
Dependency on RentRedi partnership may risk customer acquisition dynamics.
Reliance on external funding could be risky if market conditions change.

Differentiation

Thumbtack connects users with 300,000 local service businesses across the U.S.
The platform offers personalized guidance and cost estimates for various home services.
Thumbtack charges professionals for leads, ensuring a straightforward revenue model.

Upsides

Partnership with OfferUp expands market reach and customer base.
$75 million financing boosts technology investment and service expansion.
Experienced leaders enhance legal and user research capabilities, improving trust and experience.

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