Chief of Staff at Broccoli AI (W22)
AI-native operating system for home service businesses
San Francisco
Full-time
US citizen/visa only
About Broccoli AI
About the role

Location: San Francisco (in-office, 6 days/week)
Experience: 3+ years in Private Equity, Consulting, or a similar high-intensity strategic role

About Broccoli

Broccoli AI is building the future of customer service for the trades. Our AI agents help plumbing, HVAC, and electrical businesses deliver fast, reliable, and empathetic support around the clock. Our mission is simple: to democratize great customer service so every contractor, no matter their size, can give customers the experience they deserve.

We’ve grown from $0 to $5M ARR in just one year by helping hundreds of contractors answer every call, book more jobs, and boost revenue — all without adding headcount.

The Role

This is not a “sit in meetings and take notes” Chief of Staff role. At Broccoli, you will be the founders’ right hand — embedded in the details, owning urgent problems, and spinning up solutions fast. Your job is to figure out what’s on fire, build a v1, and then hand it off to the right owner while you move on to the next challenge.

You’ll operate across every part of the business — strategy, operations, product, recruiting, fundraising, enterprise customer deals. Some weeks you’ll be deep in building a new sales process; other weeks you’ll be helping close a multi-million dollar account, or shaping product strategy alongside the CEO.

This is a high-intensity, hands-on role. Expect to work side-by-side with the founders in-office 6 days a week.

What You’ll Do

  • Partner directly with the founders to set priorities and drive execution across the company

  • Identify the most pressing problems, create a v1 solution, and transition ownership once stable

  • Get involved in everything that matters — product strategy, enterprise sales, fundraising, recruiting, investor relations, operations

  • Build systems and processes that scale as the company grows

  • Work directly with mega accounts and strategic partners to unlock growth

  • Roll up your sleeves on details, but also step back to shape the long-term strategy

Who You Are

  • 3+ years of experience in Private Equity, Management Consulting, or an equivalent high-rigor environment

  • Thrives in chaos, moves fast, and has the judgment to prioritize the highest-leverage problems

  • Low-ego, execution-driven operator who can jump from boardroom strategy to nitty-gritty process building

  • Comfortable working directly with the CEO in a high-expectations, high-trust environment

  • Excited to build from the ground up — not just advise, but actually do the work

Why Broccoli

  • Work with a founding team scaling one of the fastest-growing AI companies in the trades

  • Direct exposure to fundraising, enterprise deals, product strategy, and category creation

  • No two weeks will ever look the same — your scope will evolve with the company

  • If you want to become a future founder, operator, or investor, this is the training ground

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