Chief of Staff

At Broccoli were 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 weve built.

Today:

• Hundreds of contractors rely on Broccoli every day.

• Weve grown to $15M ARR in under two years.

• Were trusted by everyone from independent contractors to some of the largest private equity backed operators in the home services industry.

• Were backed by Khosla Ventures and Y Combinator.

Were still just getting started.

The Role

We are hiring our first Chief of Staff to operate out of the founders office working directly with our CEO and partnering closely across the exec team. This is a broad mandate: part strategic thought partner part cross-functional operator part connective tissue for a fast-moving leadership team.

What Youll Own

Strategy and Special Projects

• Drive strategic special projects end to end from framing the problem to seeing execution through.

• Bring structure to ambiguous undefined problems that dont 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.

Cross-Functional Execution

• 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 founders office.

• Track ownership and follow-through across teams so priorities dont stall between functions.

Operating Cadence

• 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.

Board and Executive Support

• 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 CEOs time judgment and follow-through across a wide range of priorities.

Nice to Have

• Prior experience in a founders office or chief-of-staff-adjacent role at a high-growth startup.

• Strategy consulting experience before moving into an operating role.

• Past founder experience.

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

Broccoli is an equal-opportunity employer and complies with all applicable federal state and local fair employment practice laws.

Required Experience:

Senior IC