Thomas McDonough
Product & Engineering
5 min read
January 29, 2026
In almost every complex B2B sale, you aren't pitching one person. You are pitching two people who often have diametrically opposed goals, speak different languages, and actively dislike each other's priorities.
If you are building B2B software, you have likely walked into this trap:
You build an incredible product. The end users—the designers, engineers, or marketers—absolutely love it. They rave about the UX. They tweet about it.
And then the deal dies in procurement.
Or, the reverse: You crush the enterprise demo. The CIO loves the reporting dashboard. The CISO approves the security specs. You close the six-figure deal.
And then nobody logs in. Six months later, you churn.
This happens because of the Buyer-User Chasm.
To win in B2B, you have to understand the fundamental conflict between the person who uses the software and the person who buys it.
Most failing startups pick a side and alienate the other.
It has amazing reporting, perfect audit logs, and granular permissions. It ticks every box on the RFP. But using it feels like filing taxes. It requires 12 clicks to do a simple task. It loads slowly.
It’s slick, fast, and fun. It has dark mode and keyboard shortcuts. It feels like a consumer app. But it lacks SSO. It doesn't export to the data warehouse. It creates a data silo.
The secret to winning isn't compromise—it's translation.
You need to build a product that serves the User's selfish need for speed, which invisibly fulfills the Buyer's need for control.
You are solving two different pains with one action.
Don't try to make the User care about the Buyer's problems (risk, audit, budget). They don't care. They just want to do their job.
And don't try to make the Buyer care about the User's feelings (UI polish, dark mode). They care about the bottom line.
Your strategy is simple: Solve the User's problem to get the data. Then use that data to solve the Buyer's problem.
You are selling two different outcomes using the same piece of software. If you can bridge that chasm, you win the enterprise.
Thomas McDonough
Product & Engineering at Growthmind
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