The Bootstrapped Operator
By Justin Comstock
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Image by Justin Comstock
Category: Management
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Episodes: 13
Description
The Bootstrapped Operator is a podcast for SaaS COOs and operations leaders running lean, growing calm, and doing the real work behind the scenes.
We talk to the people holding the company together — not chasing headlines.
If you're operating under $15M ARR, managing margin, systems, churn, hiring, and all the chaos between, this is your room.
No VC fluff. No founder hype. Just grounded conversations with operators who build quietly — and think clearly.
| Episode | Date |
|---|---|
|
Hiring for Fit: The 9 Interview Questions Every COO Should Ask
|
Dec 18, 2025 |
|
Slow is Smooth, Smooth is Fast: The COO’s Guide to Sustainable Productivity
|
Dec 16, 2025 |
|
Crucial Conversations: The COO’s Superpower in Moments That Matter
|
Dec 15, 2025 |
|
The 5 Habits of Managers Who Don’t Micromanage (from EOS)
|
Dec 14, 2025 |
|
The Five Practices Every Bootstrapped COO Needs to Lead Well
|
Dec 13, 2025 |
|
Why Rocks Matter: The COO’s Guide to Real 90-Day Execution
|
Dec 12, 2025 |
|
Why Your Team Isn’t Working — and What To Do About It (Lessons from The Five Dysfunctions of a Team)
|
Dec 11, 2025 |
|
The COO’s Discipline Advantage: Showing Up When It’s Hard
|
Dec 10, 2025 |
|
EOS in Real Life: Right People, Right Seats
|
Dec 09, 2025 |
|
The Ideal Team Player: What Every COO Needs to Know to Build a Great Team
|
Dec 08, 2025 |
|
Deep Work: Your Secret Weapon as a Bootstrapped COO
|
Dec 08, 2025 |
|
Rocks That Actually Roll: EOS + Deep Work For Bootstrapped COO's
|
Dec 07, 2025 |
|
The Quiet COO’s Guide to Better Conversations
|
Dec 05, 2025 |