Executive Assistant, Assort Health

• 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

Desirable

• 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. You'll own calendar, inbox, travel, meeting prep, and stakeholder coordination with precision, good judgment, and follow-through
• This role is ideal for someone who enjoys working in dynamic, fast-paced environments — whether that's a high-growth startup, a VC firm, or supporting an executive with a busy, multi-stakeholder schedule. Career EAs and those interested in growing into a broader operations or Chief of Staff track are both welcome
• What Success Looks Like:
• Jeff's working style strongly values:
• 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
• 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