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Growth Is Becoming a Byproduct, Not a Goal
Feb 16, 2026

Growth Is Becoming a Byproduct, Not a Goal

Stop Chasing Growth

The $10M Mistake 90% of Founders Make Right Before Selling Their Business
Feb 09, 2026

The $10M Mistake 90% of Founders Make Right Before Selling Their Business

Wall Street Buyers Have a Playbook to Lowball You. This Is Page One.

Unfair Deals Always Get Rebalanced
Feb 06, 2026

Unfair Deals Always Get Rebalanced

The Zone of Fairness

Why ‘Winning’ the Deal Is Often How Founders Lose
Feb 02, 2026

Why ‘Winning’ the Deal Is Often How Founders Lose

A High Valuation Can Be the Most Expensive Mistake You Make

Why Hiring More People Often Makes Founders More Trapped
Jan 30, 2026

Why Hiring More People Often Makes Founders More Trapped

The Hidden Reason Growth Still Feels Heavy

If You Took This Deal Early, You’re Probably Stuck Now
Jan 28, 2026

If You Took This Deal Early, You’re Probably Stuck Now

Five Years After the Deal, This Is What Really Matters

If Your Business Needs You, It’s Not Actually Valuable
Jan 26, 2026

If Your Business Needs You, It’s Not Actually Valuable

Why Founders Who Stay ‘Essential’ End Up Trapped

Why Your Margins Aren’t Improving
Jan 23, 2026

Why Your Margins Aren’t Improving

How the Best Firms Raise Margins Quietly

Why Being Needed Is Killing Your Leverage
Jan 21, 2026

Why Being Needed Is Killing Your Leverage

The Founder Addiction Nobody Talks About

Founders With Cash Don’t Negotiate... They Choose.
Jan 19, 2026

Founders With Cash Don’t Negotiate... They Choose.

The Quiet Advantage of Not Needing the Deal

Why Most Founders Get Strategy Backwards (And Pay for It Later)
Jan 16, 2026

Why Most Founders Get Strategy Backwards (And Pay for It Later)

If You Can’t Undo This Decision, You’d Better Rethink It

AI Didn’t Reduce Work. It Just Moved It And You’re Paying the Price.
Jan 14, 2026

AI Didn’t Reduce Work. It Just Moved It And You’re Paying the Price.

Why ‘Human-in-the-Loop’ Is Quietly Breaking Your AI Strategy

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Lessons from 35 years of buying, scaling, and selling businesses.

Roland’s Riff

Lessons from 35 years of buying, scaling, and selling businesses.

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