Job Details

Executive Assistant

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 workthey 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!