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Chief of Staff, CEO

Job in San Francisco, San Francisco County, California, 94102, USA
Listing for: Handshake
Full Time position
Listed on 2026-08-05
Job specializations:
  • Business
    Business Development, Business Analyst, Operations Management, Corporate Strategy
Job Description & How to Apply Below

The Role

The Chief of Staff to the CEO is Garrett Lord's closest execution partner — the person who helps him get things done at extraordinary speed across Handshake's mutually reinforcing business lines: our network, recruiting platform, and AI data work. You'll turn his priorities into structured action, run the operating rhythm that keeps a fast-growing organization aligned, and pick up whatever needs to move — owning the systems-building and follow-through that a founder-led company needs but doesn't run on its own.

It's a high-trust, high-leverage seat and a proven springboard into senior operating roles at Handshake.

  • Run the operating cadence — board prep, executive staff, planning, and KPI reviews — so decisions get made and priorities stay clear across the company

  • Drive high-stakes cross-functional initiatives, from GTM alignment and org design to M&A and AI adoption, from idea to executed outcome with clear owners

  • Build the analytical foundation behind key decisions by interrogating data, modeling scenarios, and distilling crisp, actionable recommendations for the CEO and board

  • Produce world-class communications — board decks, investor memos, and all-hands narratives — that represent the CEO's thinking with precision

You Have
  • 5+ years of standout performance and rapid progression in a high-bar environment — top-tier consulting, investing (PE/VC/IB), or high-growth operating

  • Has been the right-hand person to a senior leader and personally owned initiatives end to end — not just supported a team

  • Exceptional horsepower and work ethic — you move fast, outwork the problem, and get things done without being asked

  • AI fluency and enthusiasm — you actively use AI to create leverage in your work and are excited about where it's headed (formal AI experience not required)

  • Intellectual humility and coachability — you learn fast, update your views, and take direct feedback in stride

  • Calm under pressure and highly collaborative — you build trust fast and work well with everyone amid chaos

  • Sharp analytical and written communication — fluent with data and models; decks and memos that don't need editing

  • Energized by Handshake's mission to expand access to opportunity in the AI economy

Bonus points:

  • Experience across company stages, from early-stage to scaled

  • Familiarity with marketplaces, multi-sided platforms, or AI/SaaS go-to-market

We Offer

Handshake delivers benefits that help you feel supported—and thrive at work and in life.

The below benefits are for full-time US employees.

  • Ownership: Equity in a fast-growing company

  • Financial Wellness: 401(k) match, competitive compensation, financial coaching

  • Family Support: Paid parental leave, fertility benefits, parental coaching

  • Wellbeing: Medical, dental, and vision, mental health support, $500 wellness stipend

  • Growth: $2,000 learning stipend, ongoing development

  • Remote & Office: Internet, commuting, and free lunch/gym in our SF office

  • Time Off: Flexible PTO, 15 holidays + 2 flex days

  • Connection: Team outings & referral bonuses

Explore our mission, values, and comprehensive US benefits at

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