Executive Assistant

Building Healthcare That Remembers

Every time you call a doctor's office, the system forgets you the moment you hang up. You wait on hold, explain everything from scratch, get bounced between lines, and hope someone follows up. Everyone has felt this. No one should have to.

At Assort Health, we're building one continuous conversation for every patient. An AI agent that knows who you are, remembers how you like to be reached, and carries that context from your first symptom to your full recovery. What began as the first voice AI agent to schedule a specialty appointment has become the largest proprietary specialty dataset in healthcare: 190 million patient interactions, 62,000 care protocols, 1.6 million decision pathways.

We went from 15 people in 2025 and will cross 250 by the end of 2026. Revenue is up 20x in 15 months and we've raised $222 million, including a recent $120 million Series C at a $1.2 billion valuation. We've also been named to the Forbes Cloud 100 and the 2026 Enterprise Tech 30 as the only healthcare AI company on the list!

Healthcare spends $1.1 trillion a year on administration instead of care. If you want to help change that, apply below.

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.

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

• 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

• 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

• Coordinate end-to-end travel logistics: flights, hotels, car rentals, itineraries
• Support event logistics for conferences, offsites, investor meetings, and board meetings

• 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

• 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…