Chief of Staff/Executive Assistant

Chief of Staff / Executive Assistant

I'm a physician and entrepreneur in metro Detroit running several growing companies across healthcare and hospitality. I'm looking for a true right-hand person someone who can run alongside me, hold me accountable, and own the moving parts across multiple businesses.

This is a hands-on role from day one. You'd manage my calendar and email, run vendor and operational projects start to finish, travel to business sites across Michigan, and handle the daily reality of keeping me and the businesses on track. As you earn trust, the role expands: more ownership, more strategy, more of my plate handled before I have to ask. The ceiling here is high, and the right person will grow into a true Chief of Staff.

You'd work directly alongside me across multiple businesses. No two days look the same.

Must have: at least 2 years of executive assistant experience.

What you'd do

• Keep me accountable and on track redirect me when needed, and own the follow-through
• Manage my email and calendar, and help move tasks to done not just track them
• Build and run a task system so priorities stay clear and nothing slips
• Run vendor, admin, and operational projects from start to finish
• Travel throughout the month to various business sites across Michigan
• Handle the occasional business or personal errand
• As you grow, take things off my plate and handle them on your own
• Over time, step into my network and the relationships across the businesses

Who this is for

• You're a thinking partner, not just an executor you'd rather build something with someone than be told what to do
• You're confident enough to push back, ask hard questions, and own the outcome of my time
• You're resourceful handed something unfamiliar, you figure it out
• You bring a problem and a proposed solution, not just the problem
• You stay organized and calm when everything feels like a priority
• You're experienced with technology and AI tools like Claude or ChatGPT
• You're trustworthy with confidential information
• You want a long-term role and a real growth path

Logistics

• On-site, with regular travel to business sites across Michigan
• Consistent weekly hours
• Based in metro Detroit
• Benefits package included

If this sounds like the role you've been looking for, apply with a short note on why.