Senior Learning & Development Manager

Organizational Development

Team

Location

Virtual, United States

Department

People

Job Type

Full Time

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 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.

An image of roofers working on a roofAn image of a family eating breakfast in their kitchen

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.

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Senior Recruiter & '24 Values Award Winner
Rachel

As a team that is embedded across all lines of business, we're able to influence, drive and elevate at every level. We're building a values-driven culture that makes Thumbtack a place where people want to be.”

Rachel

Senior Recruiter & '24 Values Award Winner

As a team that is embedded across all lines of business, we're able to influence, drive and elevate at every level. We're building a values-driven culture that makes Thumbtack a place where people want to be.”

Rachel

Senior Recruiter & '24 Values Award Winner

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.

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Thumbtack by the numbers

$600B+
opportunity in Thumbtack’s market home services
4.5M
customers in past 12 months
100M
projects started on Thumbtack
14M
5-star reviews
$3.2B
valuation (as of June 2021)

Scammers sometimes pose as Thumbtack recruiters or employees. Check out our blueprint on how to spot the fakes.

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Perks & Benefits

Supporting you at work and beyond

In addition to our virtual-first model, we offer:

Paid time off

Recharge with PTO, in addition to 20 company-wide holidays each year, including a week-long end-of-year shutdown.

Remote work stipend and reimbursements

$1,000 USD/$1,400 CAD annual stipend for professional development, self care, office set-up and more. We also provide cell phone and Wi-Fi reimbursements.

Support for parents and caregivers

All parents receive up to 12 weeks of paid parental leave, and birthing parents receive 8 additional weeks, for a total of 20 weeks of 100% paid parental leave (US & CAN).

Family formation benefits

$30,000 USD/CAD lifetime max reimbursement for family planning.

Mental health and financial coaching

12 coaching sessions and 12 therapy sessions for yourself and your dependents. We also offer one-on-one financial guidance from a financial wellness provider.

Thumbtack Bucks

$450 USD/CAD quarterly stipend to book a pro on Thumbtack for virtual or in-person services — anything from home care services to planning a child’s birthday party and beyond.

An image of employees working on a team building exercise at a recent Thumbtack eventAn image of employees doing yoga together

Perks & Benefits

Supporting you at work and beyond

In addition to our virtual-first model, we offer:

Paid time off

30 days of PTO (pro-rated based on start date), including a week-long, end-of-year shutdown and a 15% night shift differential.

Remote work stipend and internet allowance

PHP 46,600.00 annual stipend to use for professional development, self care, office set-up and more. We also provide PHP 1,500/month internet allowance.

Mental health and financial coaching

12 coaching sessions and 12 therapy sessions for yourself and your dependents. We also offer one-on-one financial guidance from a financial wellness provider.

Inclusive healthcare

HMO coverage includes yourself and up to three of your dependents (two at no cost). We also cover common-law and same-sex domestic partners.

An image of employees embracing after a team building exerciseAn image of employees at a recent Thumbtack event

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