Chief of Staff

Broccoli AISan Francisco, CA
$180,000 - $230,000

About The Position

At Broccoli, we're building AI teammates for the people who build and maintain our world. We partner with plumbing, HVAC, and electrical contractors, the hardworking businesses that keep homes and communities running, and replace fragmented software and repetitive manual work with AI that actually gets the job done. Our AI teammates answer phones, book appointments, follow up with customers, recover missed revenue, and help contractors deliver exceptional customer experiences, all while integrating seamlessly with platforms like ServiceTitan. Before we wrote a single line of code, we visited more than 140 contractors to understand how these businesses truly operate. That firsthand experience shaped everything we've built. Today: Hundreds of contractors rely on Broccoli every day. We've grown to $15M+ ARR in under two years. We're trusted by everyone from independent contractors to some of the largest private equity backed operators in the home services industry. We're backed by Khosla Ventures and Y Combinator. We're still just getting started.

Requirements

  • Comfort picking up new internal tools quickly (we run on Ashby, Slack, and Google Workspace).

Nice To Haves

  • Prior experience in a founder's office or chief-of-staff-adjacent role at a high-growth startup.
  • Strategy consulting experience before moving into an operating role.
  • Past founder experience.

Responsibilities

  • Drive strategic special projects end to end, from framing the problem to seeing execution through.
  • Bring structure to ambiguous, undefined problems that don't yet have an obvious owner.
  • Act as a thought partner to the CEO on prioritization, weighing trade-offs and pressure-testing plans before they go company-wide.
  • Lead cross-functional initiatives that require coordinating across engineering, GTM, finance, and people.
  • Partner with the broader exec team (CTO, COO) on initiatives that span the founder's office.
  • Track ownership and follow-through across teams so priorities don't stall between functions.
  • Own the rhythm of how leadership operates, including planning sessions, leadership meetings, all-hands prep, and priority tracking.
  • Build and improve internal operating systems and processes as the company scales past its early-stage.
  • Prepare board and investor materials, including decks, memos, and synthesizing input from across the company into something the CEO can walk into a room with.
  • Act as a force multiplier for the CEO's time, judgment, and follow-through across a wide range of priorities.
© 2026 Teal Labs, Inc
Privacy PolicyTerms of Service