Is It Time to Stop Chasing Outcome-Based Pricing
October 5, 2026
Grammarly doesn’t know if it works. It knows its features work (and so do I; that’s why I use it), and both of us believe
Tag: value
Pricing AI Is Hard, Part 2: The Value Problem
September 21, 2026
Part 1 covered the cost problem. AI products have real marginal costs, but most companies price them with pure SaaS instincts built for a world
Pricing AI Is Hard Part 1: SaaS Could Afford to Be Wrong. AI Can’t.
September 14, 2026
SaaS companies could afford to be wrong about value. With near-zero marginal costs, even a badly chosen pricing metric left the business profitable. You left
Outcome-Based Pricing Isn’t What I Thought It Was
September 7, 2026
Daniel Cho challenged an example I’d been using in a LinkedIn conversation. The more I tried to defend my original thinking, the less convinced I
Credits Are a Confession
August 24, 2026
Your pricing metric is not just a billing mechanism. It is a statement of belief about where value lives. When you charge per seat, you
Wall Street Is Sending Software Companies a Message About AI Pricing
August 17, 2026
An August 6th Investor’s Business Daily article titled Software Stocks Fall As Datadog, HubSpot Earnings Raise Questions Over AI Pricing reported that Datadog stock fell
Buyer-First: The Antidote to Product Myopia
August 10, 2026
Over the last four weeks I wrote about Product Myopia, the belief that value lives in the product rather than the future it creates. If
How Big an AI Bite Are You Asking Buyers to Take?
August 3, 2026
Pricing AI is hard. Selling AI is hard. Marketing AI is hard. Most companies blame the technology. The real issue is how much change they
Product Myopia: The Symptoms You’ve Been Misdiagnosing
July 20, 2026
You can listen to the full audio version of this blog we call — Buyer Insight. Over the last two weeks I introduced Product Myopia, the
Product Myopia: Where It Hides in Your Company
July 13, 2026
You can listen to the full audio version of this blog we call — Buyer Insight. Last week I introduced Product Myopia, the belief that value
