Executive Assistant
Our mission is to make exceptional healthcare accessible anytime, anywhere, for everyone.
At Assort Health, we believe healthcare should feel effortless and connected — quick answers, clear communication, and seamless access to care. That’s why we’re building a new foundation for how patients and providers connect, driven by AI, built to embrace the complexities of healthcare, and tailored to each provider’s unique needs.
Assort is the most comprehensive patient experience platform powered by specialty-specific agentic AI. Assort’s omnichannel AI agents seamlessly integrate with EHR/PMS and complicated provider preferences to eliminate lengthy hold times and inefficiencies that stand in the way of patients getting the care they need.
Since launching in 2023, Assort has managed over 100M+ patient interactions, slashing average hold times from 11 minutes to 1 minute. Our platform now handles calls for thousands of providers with 98%+ resolution rates and 99% scheduling accuracy. Patient satisfaction averages 4.5/5 over 52K reviews, and we’ve achieved 20× revenue growth in 2025. We’re scaling rapidly and expanding adoption across the entire healthcare industry.
About the Role
We're looking for an Executive Assistant to partner directly with our Co-CEO, Jon, 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 Jon 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
Jon'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
What You'll Do
Calendar & Scheduling
Own Jon'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 Jon's Superhuman inbox while adhering to response time SLAs
Draft email responses and external communications on Jon'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 Jon's rhythm of business: weekly recurring meetings, monthly dinners, quarterly offsites, board cadence
Surface observations about how Jon's time is being spent versus stated priorities
What You'll Bring
Must haves:
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
On-site 5 days/week, generally 8 AM – 6 PM, with some flexibility needed for responsiveness 8 AM – 8 PM M-F and Sunday afternoons
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 for Assorties
💸 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.
🩺 Top-Tier Health Coverage – Medical, dental, and vision insurance, because your health comes first.
🏖 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.
🚆 Commuter Benefits – We cover eligible transportation costs to make your trip to work easier.
👵 401(k) – Let us help you plan for the future. We’ve got you covered.
How We Work & What We Value
Our team at Assort Health moves fast, stays focused, and is fueled by a desire to serve our customers and patients. Our company values guide how we work—they are present in how we show up, make decisions and work together to move our mission forward. We bring a Day One Drive, relentlessly striving to improve, keep a 5-Star Focus, as our customers are our lifeblood, always Answer the Call, remembering that ownership and accountability are paramount, and show up with One Pulse, because we are one team, with one rhythm and one result. Our team is growing and we are looking for motivated, hardworking, and passionate talent. If you want to make healthcare accessible for everyone, we’d love to hear from you!
Please note: the Assort Health Talent Team will only email you from an assorthealth.com email address.