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Broccoli AI is building AI teammates for contractors in plumbing, HVAC, and electrical services. The company has grown to $15M+ ARR in under two years and is backed by Khosla Ventures and Y Combinator.
You will serve as Executive Assistant to the CEO, managing calendar, communications, and travel with direct access to company operations and decision-making. This is a high-trust role focused on enabling the CEO's effectiveness rather than administrative logistics alone.
Key Responsibilities:
Calendar & Communications: Own the CEO's calendar with proactive scheduling and ruthless prioritization. Triage and manage the inbox, flagging urgent items and drafting responses. Prepare meeting agendas, background materials, and relevant context in advance.
Travel & Logistics: Plan and execute domestic and international travel, handling real-time changes. Coordinate offsites, retreats, board meetings, team events, and vendor management.
Operational Support: Track action items and follow-ups from meetings. Support light project coordination on cross-functional CEO initiatives. Prepare materials for board meetings and all-hands communications. Act as a trusted filter and calendar gatekeeper, understanding what genuinely requires CEO attention versus what can be redirected.
You'll operate with significant autonomy and discretion, with visibility into sensitive company information. This role has potential to expand to support additional executives as the company scales.
Requirements:
- 4+ years of experience as an Executive Assistant, ideally supporting a founder or C-level executive at a startup
- Demonstrated ability to operate with significant autonomy and discretion
- Excellent written communication and comfort drafting on behalf of the CEO
- Bias toward anticipating needs rather than waiting to be asked
- Calm, steady presence under pressure and comfort with ambiguity
Nice to Have:
- Early stage startup experience
- Experience supporting multiple executives simultaneously
- Familiarity with Google Workspace, Slack, and travel management platforms
