Chief of Staff

Broccoli AI

$160K — $200K *
Business Services
5 - 7 years of experience
Job Overview by Ladders

Qualifications

  • 5+ years in strategic roles, ideally in high-growth environments
  • Strong ability to manage and prioritize multiple projects
  • Experience with cross-functional team leadership
  • Familiarity with board and investor relations materials
  • Proficiency in communication and stakeholder management
  • Comfortable with ambiguity and building processes from the ground up
  • Knowledge of tools like Ashby, Slack, and Google Workspace

Responsibilities

  • Drive special projects from inception to execution
  • Structure and define ambiguous problems for resolution
  • Provide strategic insights and prioritization support to the CEO
  • Lead and coordinate initiatives across multiple departments
  • Collaborate with the executive team on cross-departmental projects
  • Manage the operational rhythm for leadership activities
  • Prepare materials for boards and investors that synthesize company-wide input

Benefits

  • Opportunity to shape the company's strategic direction
  • Be a key player in a fast-expanding leadership team
  • Direct interaction with the CEO and executive team
  • Exposure to high-stakes board and investor relations
  • Work in a dynamic, innovative startup environment
  • A chance to drive significant impact in a growing company
Full Job Description
The Role

We 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).

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