CEO & COO Roundtable:

Vision vs Implementation

What to Expect

These aren't pitch-fests or one-way webinars. The Roundtable is a working session for leaders. Once a month, we tackle the unvarnished realities of running a small business. While our topics rotate to cover the most pressing issues leaders face, every roundtable includes:

Candid, Peer Level Dialogue

Actionable Wisdom

Monthly Meetings

This is for you if you...

  • Collaborate

  • Network to Give

  • Focus on Impact & Profit

  • Have a Growth Mindset

  • Listen and Share

  • Grow Yourself & Others

This is NOT for you if you...

  • Compete

  • Network to Sell

  • Focus Only on Profit

  • Have a Fixed Mindset

  • Speak to Be Heard

  • Solely Help Yourself

Meet Your Host

Hi, I'm Jen Hamilton.

I'm your guide and fellow traveler on this path. I searched for a community where operational challenges and leadership fatigue could be discussed openly by both sides of the C-suite. When I couldn't find it, I built it.

Join me in my monthly roundtable discussions, where we take on different challenges and topics affecting CEOs and COOs.

Next Roundtable is June 18th:

Trust vs. Control

If you’ve ever felt like:

• It’s just easier if I do it myself

• I can’t fully trust this will get done right

• If I step back, things might fall apart

You’re not alone.

Most small business owners and leaders aren’t struggling with delegation… they’re struggling with what happens after they delegate.

In this roundtable, we’ll have an honest, practical conversation about:

• Why trust breaks down inside teams

• Where accountability actually comes from (hint: it’s not more check-ins)

• How to create clarity so your team can own outcomes—not just tasks

This isn’t theory. Join other owners and leaders sharing real experiences, insights, and solutions you can apply immediately.

Copyright 2026 Hamilton COOs | Privacy Policy