Executive Assistant

About the role

We're looking for an Executive Assistant to partner directly with our Co-CEO, Jeff, and serve as the operational backbone of how he spends time, communicates, and executes. This isn't a traditional EA role — it's a high-trust position at the center of a fast-moving startup where your work will have a real impact. Success here means Jeff can focus on the highest-leverage work without worrying about things slipping through the cracks.

What Success Looks Like

• Honesty and transparency — share what you observe, flag what could be better
• Speed and follow-through with clear reasoning
• Clear, concise written communication
• Full ownership of commitments with proactive updates
• Openness to direct feedback — in both directions

What You'll Do

• Calendar & Scheduling: Own Jeff's calendar end-to-end: scheduling, rescheduling, conflict resolution, and prep. Manage complex, multi-stakeholder scheduling across investors, board members, customers, and internal leadership. Proactively surface & resolve scheduling conflicts. Ensure every meeting has the right prep materials, agendas, and context attached.
• Inbox & Communication: Triage and manage Jeff's Superhuman inbox while adhering to response time SLAs. Draft email responses and external communications on Jeff's behalf, adhering to clear, professional, executive-level communication standards. Route inbound requests to the right people with appropriate context.
• Travel & Events: Coordinate end-to-end travel logistics: flights, hotels, car rentals, itineraries. Support event logistics for conferences, offsites, investor meetings, and board meetings.
• Operational Leverage: Drive execution on special projects with clear timelines and accountability. Maintain organized documentation and SOPs in Notion. Manage Jeff's rhythm of business: weekly recurring meetings, monthly dinners, quarterly offsites, board cadence. Surface observations about how Jeff's time is being spent versus stated priorities.

What You'll Bring

• Experience as an Executive Assistant, demonstrating strong adaptability across varied operating styles
• Strong attention to detail and organizational skills — consistently accurate in scheduling, communications, logistics, and managing competing priorities
• Proactive communicator — you notice issues early and bring them up with a proposed solution; written communication is concise, professional, and clear
• AI-native mindset — you actively use AI tools (ChatGPT, Claude, automation platforms) to work more efficiently. Bonus if you can share something you've built or automated
• Proficiency with core tools (Google Calendar, Slack, Superhuman) and ability to learn new ones quickly — we run on Notion, Linear, and a range of AI-native workflows

Nice-to-haves

• Experience coordinating board meetings, investor relations, or external stakeholder scheduling
• Familiarity with healthcare or health-tech
• Experience building SOPs, playbooks, or operational documentation from scratch

May not be the right fit if

• Your experience is primarily in office management, nonprofit, or large corporate environments without fast-paced executive support
• You prefer analog systems (e.g., pen-and-paper) for task tracking
• You'd need a long ramp-up period on modern productivity and AI tools

Benefits & Perks

• Cash Compensation: Competitive Compensation – Including salary and employee stock options so you share in our success.
• Lifelong Learning: Annual budget for professional development, plus training opportunities to help you grow.
• Office Setup Stipend: We’ll outfit your in-office workspace so comfy as it's productive.
• Health Benefits: Medical, dental, and vision insurance, because your health comes first.
• PTO: Unlimited PTO – We trust you to take the time you need to recharge and come back ready to crush it.
• Meals & Snacks: Lunch, dinner, and snack breaks that fuel great ideas.
• Fitness Stipend: Your wellness matters. We reimburse monthly membership costs to support your health.
• Commute Benefits: We cover eligible transportation costs to make your trip to work easier.
• 401(k): Build your retirement savings.

How We Work & What We Value

• Day One Drive: Relentlessly strive to improve
• 5-Star Focus: As our customers are our lifeblood, always answer the call
• Ownership & Accountability: Remember that ownership and accountability are paramount
• One Pulse: Show up with One Pulse, because we are one team, with one rhythm and one result

Compensation Range

$130K - $170K