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Thumbtack

Thumbtack

via Remote Rocketship

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Senior Learning & Development Manager

Anywhere
Full-time
Posted 1/21/2026
Verified Source
Key Skills:
Leadership development
Program design and management
Stakeholder collaboration

Compensation

Salary Range

$135K - 183K a year

Responsibilities

Develop and execute leadership development programs, including AI-powered initiatives, and measure their impact.

Requirements

7+ years in leadership development, experience with AI in learning, program management skills, and stakeholder engagement.

Full 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 talent team We bring Recruiting, Learning & Development, and Talent Management together to create a seamless, high-impact journey for every teammate-from first interview to leadership growth. As part of the People org, we design experiences that accelerate performance, deepen capability, and strengthen culture so teams can do their best work. We partner closely with executives and managers to align development with business priorities and measurable outcomes across Thumbtack. About the role You'll own Thumbtack's leadership development initiatives to build capability for today and readiness for what's next. This role blends strategy, program design, and hands-on execution: you'll finalize the roadmap, launch and iterate programs, and show impact with clear metrics. You'll work directly with senior leaders, managers, and external partners-and use AI thoughtfully-to deliver learning that's practical, scalable, and loved by learners. What you'll do • Leadership development strategy: Evolve a leadership development strategy and annual roadmap tied to workforce and business priorities • Program design & delivery: Build and run end-to-end leadership programs (e.g., leadership onboarding, manager fundamentals, senior leadership learning circles, mentoring, coaching), using blended modalities to meet learners where they are • AI-powered learning: Re-architect our leadership development portfolio with an AI-first mindset to increase relevance, speed, quality and engagement • Measurement & improvement: Establish measurement frameworks to track participation, behavior change, and business impact; iterate programs based on data and feedback. • Stakeholder partnership & coaching: Partner with Talent Management, HRBPs, and business leaders to assess needs and co-create solutions integrated with talent cycles; advise executives and managers • Change leadership: Drive adoption of new programs and make new ways of working stick In order to be successful, you must bring • Leadership development depth: 7+ years in L&D/Talent/Organizational Development, including 5+ years building and scaling end-to-end leadership programs in cross-functional environments • AI-first builder: Hands on experience building AI-powered leadership development programs and initiatives • Program management excellence: Proven ability to run complex, multi-phase initiatives from idea to launch to iteration; strong facilitation skills • Demonstrated strength in stakeholder management and cross-functional collaboration • High-velocity operator: Works fast and experimentally while maintaining a high bar; balances big-picture thinking with roll-up-your-sleeves execution • Growth mindset: Brings an evidence-based perspective on leadership development yet stays flexible and collaborative in fast-changing environments; strong learning orientation Expected salary ranges • For candidates living in San Francisco / Bay Area, San Jose, New York City, or Seattle metros, the expected salary range for the role is currently $159,000.00 - $215,000.00. • For candidates living in Austin, TX or Washington DC metros or in California, Massachusetts, New Jersey, or Washington states, the expected salary range for the role is currently $142,800.00 - $193,200.00. • For candidates living in all other US locations, the expected salary range for this role is currently $135,200.00 - $182,900.00. 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: recruitingops@thumbtack.com. If you are a California resident, please review information regarding your rights under California privacy laws contained in Thumbtack's Privacy policy available at https://www.thumbtack.com/privacy/. 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. Summary Company name: Thumbtack Remote job title: Senior Learning & Development Manager Job tags: leadership development, software project management, cross-functional team leadership

This job posting was last updated on 1/26/2026

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