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Why Profit Is Lying to You (and Cash Is Telling the Truth)
Jan 12, 2026

Why Profit Is Lying to You (and Cash Is Telling the Truth)

If Revenue Stopped for 60 Days, Would You Be Fine?

Your Buyers Are Raising Their Hand
Jan 09, 2026

Your Buyers Are Raising Their Hand

Your Phone Might Be Costing You

You Didn’t Choose Wrong...You Locked In Too Early
Jan 07, 2026

You Didn’t Choose Wrong...You Locked In Too Early

The Most Expensive Strategic Mistake Smart Operators Keep Making

January 1 Is a Lie
Jan 05, 2026

January 1 Is a Lie

Most Years Are Lost on the First Monday

This $19M Acquisition Never Went to Market
Jan 02, 2026

This $19M Acquisition Never Went to Market

How Structure and Timing Beat Valuation Every Time

Why 99% of Your Goals Are Dead Before February
Dec 31, 2025

Why 99% of Your Goals Are Dead Before February

Stop Setting Goals. Do This Instead.

The 48-Hour Window That Secretly Controls Your Entire Year
Dec 29, 2025

The 48-Hour Window That Secretly Controls Your Entire Year

Stop. Before You Set a Single Goal, Read This.

Why the Most "Efficient" Business on Your Deal List Is About to Break
Dec 28, 2025

Why the Most "Efficient" Business on Your Deal List Is About to Break

The Hidden Fragility That Creates Acquisition Opportunities

What Buyers Really Look at Before They Trust Your ARR
Dec 15, 2025

What Buyers Really Look at Before They Trust Your ARR

Buyers Do Not Pay for ARR They Cannot See

How Tiny Businesses Are Stealing Billion Dollar Playbooks to Scale Faster
Dec 07, 2025

How Tiny Businesses Are Stealing Billion Dollar Playbooks to Scale Faster

The Two Big Tech Secrets That Can Double Your Profit

The Silent Deal Trap
Nov 30, 2025

The Silent Deal Trap

The Trick Sellers Use To Keep Their Profit After You Buy Them

Buy at 3×. Sell at 10×.
Nov 23, 2025

Buy at 3×. Sell at 10×.

The 2026 Roll-Up Play Every Operator Should Steal

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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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