Senior Employment and Benefits Counsel

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 Legal Team

Our Legal team is a strategic partner at the heart of the business—focused on enabling growth, innovation, and operational excellence while also responsibly managing and mitigating risk. We work cross-functionally with all teams across the organization including Trust & Safety, Finance, Marketing, Sales, People, and Operations to build a trusted, compliant, and scalable marketplace. Whether it's shaping product design, negotiating key transactions, or supporting new initiatives and growth, our mission is to make it easier for the business to move forward—confidently and responsibly. We pride ourselves on being pragmatic, solution-oriented, and business-minded. Around here, Legal isn’t a roadblock—it’s the Road to Yes.

About the Role

As a Senior Employment and Benefits Counsel, you’ll play a key role in navigating complex labor and employment matters while helping to protect and scale a dynamic two-sided marketplace. You’ll collaborate closely across the Legal and People teams and partner with cross-functional stakeholders to advise on a wide range of issues related to employment law and benefits. Thumbtack attorneys are trusted advisors and problem-solvers, working on fast-moving, high-impact matters every day. Success in this role means building strong relationships across the business and delivering timely, pragmatic guidance that both identifies and mitigates risk—enabling the company to move quickly and confidently.

What you'll do

• Advise on employee relations matters, including terminations, performance management, investigations, accommodations, and other workplace issues
• Lead and support employment-related initiatives, such as policy development, process improvements, and training programs
• Lead and support employment related litigation matters
• Draft, review, and refine employment related documents, including agreements, policies, and internal communications
• Partner on privacy and cybersecurity initiatives impacting employees and workplace operations
• Advise on employee benefits related matters, including equity incentive programs
• Collaborate cross-functionally to educate teams on legal considerations related to employment and benefits matters, driving aligned and informed decision-making

In order to be successful, you must bring

• J.D. from an accredited law school and an active license to practice law in the U.S.
• 5-7 years of legal experience in a top tier law firm and/or publicly traded company, advising clients on employment and benefits related matters, including employment related litigation
• Strong analytical, strategic thinking, and communication skills—both written and verbal
• Sound judgment with the ability to balance legal risks against business goals
• Self-starter who thrives in a collaborative, fast-paced environment

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 $212,500 - $280,000
• 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 $187,000 - $240,000
• For candidates living in all other US locations, the expected salary range for this role is currently $178,500 - $230,000

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.

#LI-Remote

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/.