Senior Director - Litigation & Employment Counsel

Handshake Handshake · Enterprise · San Francisco, CA · General & Administrative

This role is for a Senior Director - Litigation & Employment Counsel at Handshake, a company focused on the AI economy. The role involves managing litigation and employment risks, advising on legal questions related to the platform, and developing policies and compliance programs. The ideal candidate will have extensive experience in litigation, employment law, and advising technology companies.

What you'd actually do

  1. Own the company’s litigation strategy and docket end-to-end across commercial, IP, employment, and platform/product disputes—directing pleadings, discovery, depositions, motion practice, mediation, arbitration, trial preparation, and settlement.
  2. Partner cross-functionally with Product, Engineering, and Operations on the employment- and litigation-adjacent legal questions that surface in the platform itself—contractor and gig workflows on Handshake AI, employer/recruiter features on the careers platform, user disputes, payout infrastructure, content and trust & safety issues, and platform terms—providing practical, risk-calibrated guidance that helps teams ship.
  3. Serve as Handshake’s in-house employment expert— advising the People team and managers on day-to-day matters including hiring, performance management, separations, leaves of absence, reasonable accommodations, wage and hour, pay equity, internal investigations, a reductions in force across a multi-state workforce, plus a growing international footprint.
  4. Manage agency investigations, single-plaintiff and class/representative claims (including PAGA), severance and separation negotiations, and pre-litigation employee disputes; partner with the People team on root-cause learnings.
  5. Partner with the People team to maintain and evolve the employee handbook, offer letters, restrictive covenants, separation templates, and required training programs (anti-harassment) anti-retaliation, manager training); monitor multi-state compliance obligations and lead rollout of new requirements (e.g. AI-in-hiring rules) across handbook, training, and product.

Skills

Required

  • JD and active membership in good standing in at least one U.S. state bar (California admission or eligibility to register as in-house counsel in California).
  • 12+ years of combined law firm and in-house experience at a high-growth technology, gig platform, or marketplace company.
  • Hands-on litigation experience managing complex commercial, employment, and/or platform-related disputes from intake through resolution, including first-chair trial, arbitration, and/or hearing experience.
  • Deep in-house employment expertise across wage and hour, leaves and accommodations, investigations, and agency practice (EEOC, DFEH/CRD); strong expertise in worker classification laws and proven compliance strategies for gig and contractor populations at scale.
  • Demonstrated ability to advise Product, Engineering, and Operations teams on legal questions arising from platform or marketplace products.
  • Exceptional judgment and communication skills, with a passion for Handshake’s mission and the legal questions presented by the future of work.

Nice to have

  • Prior experience as the first or early litigation/employment hire at a high-growth company.
  • Familiarity with two-sided platform or marketplace businesses, including platform liability, user disputes, and trust & safety issues.

What the JD emphasized

  • Litigation
  • Employment
  • platform/product disputes
  • employment- and litigation-adjacent legal questions
  • employment expert
  • employment claims
  • AI-in-hiring rules