The Breakaway

What Running a 500-Person Tailgate Taught Me About Scaling Operations

Stop doing the work. Start designing the system.

Jul 6 • Michael Thomas

1

June 2026

The Scaleup Strategy Audit: 3 Questions To Ensure You’re Growing In The Right Direction

A 10-minute sanity check when you can feel the complexity creeping in

Jun 30 • Michael Thomas

3

The Proof Tax: Why "Data-Driven" Strategy Is Killing Your Growth

Stop waiting for the dashboard to tell you what to do. Learn to read the market before your competitors do.

Jun 14 • Michael Thomas

May 2026

5 Positioning Mistakes That Cost You The Clarity You Had When You Started

Reclaim the Conviction You Started With Before Growth Layers Buried It

May 25 • Michael Thomas

1

3 Strategies To Find Insights Hiding In Plain Sight From The Cultural Contradiction King Of Comedy

Build the nerve to name what nobody else will.

May 18 • Michael Thomas

1

“We Need Better Messaging” Is Almost Never About the Words

Before you hire for messaging, run these 3 checks

May 11 • Michael Thomas

3

2

How to Write a Strategy Screenplay

Before you commit the budget, turn your strategy into a screenplay your team can execute.

May 4 • Michael Thomas

Whoever Names the Problem Sorts the Customers

Your buyers arrive fluent in your vocabulary—or your competitor's

May 1 • Michael Thomas

April 2026

The Judgment Premium: Why Cheap Execution Makes Every Decision More Expensive

AI makes managers look expensive — right until judgment fails.

Apr 26 • Michael Thomas

Execution Is Free. Judgment Decides Everything.

Why judgment is the rare asset left when execution gets cheap.

Apr 12 • Michael Thomas

5

Design The Judgment That Transfers

So your thinking stays in the room, even when you're not.

Apr 5 • Michael Thomas

1

March 2026

Turn Your Insights Into Workable Ideas With the Ideation Flywheel

How to use AI as a thinking partner

Mar 29 • Michael Thomas

1