Insights
October 15, 2026
Priced at the Roadmap Review

Pricing needs a seat at the table early in the development process.

October 8, 2026
The Black Box of Buying AI

Every reference point a buyer used is gone. Here is what buyers can still do, and what sellers owe them.

October 1, 2026
Nobody Wants a Smaller Sandwich

Taking back a bonus always stings. The vendor must ensure the customer knew it was one.

September 24, 2026
Surrendering Problem Solving

In pricing there is rarely a right answer, only the best route given what you know today.

September 17, 2026
You retired that package. Your customers didn’t.

Most of your revenue sits on packages you no longer sell. Insurance and lending have a name for that.

September 10, 2026
Which Value Question Are You Chasing?

Western Union got the answer right. The question was the problem.

September 3, 2026
The Best Penny I Ever Spent

A band gave away everything they recorded. That’s why the ticket is worth anything.

August 26, 2026
Do You Sell AI as a Buffet or À La Carte?

You’d better know before you run out of ingredients.

August 20, 2026
The AI Grace Period Is Over

Buyers captured nearly all the AI surplus, for rational reasons. What ends now is the expectation that the vendor carries the cost.

August 13, 2026
A Sedan Won’t Survive the Road Ahead

Most pricing models are built to last. That’s the wrong bet right now.

August 6, 2026
Cost Is Not Your Pricing Enemy

“Don’t do cost-plus pricing” is true but unhelpful.

July 30, 2026
The Metric Isn’t the Lever

Before you can choose a pricing metric, you have to know your moat.

July 16, 2026
Establishing a Solid Foundation for AI Pricing

Four no-regret practices that pay off no matter how the AI pricing game shakes out.

July 9, 2026
Monetizing AI: The Software Pricing Storm

AI simultaneously broke three of the five forces that set software pricing — this piece separates the monetization myths from reality.