Executive Assistant

Broccoli is hiring a full-time Executive Assistant in San Francisco to support its CEO in person. The role focuses on managing the CEO’s schedule, handling communications, organizing travel, and making sure priorities and follow-ups are kept on track. It suits someone who is highly organized, proactive, and comfortable working closely with a founder in a fast-moving company. The position may grow to include support for other executives as the business expands.

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 Role We're hiring an Executive Assistant to support our CEO directly. You'll manage the calendar, own communications and travel, and make sure priorities, follow-ups, and commitments don't fall through the cracks. This is a role with real access and trust. You’ll be closely involved in how the company operates and how decisions get made, not just the logistics behind the scenes. This role is focused on supporting the CEO primarily with the potential to expand to support additional members of the executive team as the company scales. This role is based in our San Francisco office and is in-person. What You'll Own Calendar and Communications - Own the CEO calendar end to end: proactive scheduling, ruthless prioritization, and protecting focus time. - Triage and manage the inbox, flagging what needs attention and drafting responses where appropriate. - Prepare the CEO for meetings with agendas, background, and relevant context pulled together in advance. Travel and Logistics - Plan and book domestic and international travel, and handle changes and complications in real time. - Coordinate offsites, retreats, board meetings, team events, and other company gatherings, including venues and vendor management. Operational Support - Track action items and follow-ups from meetings so nothing falls through the cracks. - Support light project coordination on cross-functional initiatives the CEO is driving. - Help prepare materials for board meetings, all-hands, and other high-stakes communications. - Act as a trusted filter and calendar gatekeeper, understanding what genuinely needs the CEO's attention versus what can be redirected or handled directly. Who You Are You have: - 4+ years of experience as an Executive Assistant, ideally supporting a founder or C-level executive at a startup. - A demonstrated ability to operate with significant autonomy and discretion; this role will have visibility into sensitive company information. - Excellent written communication and comfort drafting on behalf of the CEO. - A bias toward anticipating needs rather than waiting to be asked. - A calm, steady presence under pressure and comfort with ambiguity; priorities shift quickly at this stage of company. Nice to Have - Early stage startup experience. - Experience supporting more than one executive at the same time. - Familiarity with tools like Google Workspace, Slack, and travel management platforms. Broccoli is an equal opportunity employer and complies with all applicable federal, state, and local employment laws. We celebrate diverse perspectives and believe great teams are built by people with different backgrounds, experiences, and ideas.