Chief of Staff

Allin Capital LLC; San Francisco (CA); On-site; USD 180,000 - 280,000; Full time

Job summary

Broccoli AI in San Francisco is seeking its first Chief of Staff to work directly with the CEO and partners across the executive team. The role will blend strategic thinking with hands-on cross-functional leadership, driving priorities from planning to execution in a fast-moving startup environment.

As the company scales, you will help structure decision-making, align initiatives across engineering, GTM, finance, and people, and support the CEO with board-ready materials and critical

Qualifications

• Prior experience in a founder's office and 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 (Ashby, Slack, and Google Workspace)

Responsibilities

• Strategy and Special Projects: Drive strategic projects end to end, framing problems and ensuring execution.
• Cross-Functional Execution: Lead initiatives across engineering, GTM, finance, and people; coordinate with CTO/COO.
• Operating Cadence: Own leadership rhythms, planning sessions, leadership meetings, and all-hands prep.
• Board and Executive Support: Prepare materials for boards/investors and synthesize input for the CEO.

Job description

# Chief of StaffBroccoli AISan FranciscoFull-time### ABOUT BROCCOLI 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.### The RoleWe are hiring our first Chief of Staff to operate out of the founder's 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 You'll 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 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.### 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 founder's office.* Track ownership and follow-through across teams so priorities don't 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 CEO's time, judgment, and follow-through across a wide range of priorities.### Nice to Have* 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.* 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.