The VC Corner

The VC Corner

Every AI Startup Is Running One of Two Sales Plays, and Most Picked Without Looking

A marquee logo can make your market or quietly cost you all of it. Two questions about your buyer tell you which.

Ruben Dominguez's avatar
Ruben Dominguez
Sep 29, 2026

Proof or Math

There is more money chasing enterprise AI deals right now than at any point in the technology’s short history, and a surprising amount of it is being spent badly.

Maybe not on the wrong products, but definitely on the wrong customers.

What usually happens is that a company with a genuinely good AI product decides its first job is to win a marquee logo, a name recognizable enough to anchor a sales deck, on the theory that prestige clears the path for everyone after it. The revenue from that first deal barely matters, and is often discounted to nothing, because the logo is the whole point.

Robot in a suit addressing a cheering crowd with its arms outstretched.
Is your AI sales strategy winning?

For a certain kind of AI company, that is exactly the correct instinct. For a larger number of them, it is a slow and expensive way to lose the market to whoever skipped the ceremony and started selling.

What decides which one you are on is not product quality or team strength. It comes down to one person, the individual who has to sign the contract, and two questions about them worth getting right before a funding round answers for you.

Subscribe for free to continue reading

Enter your email and get every post from The VC Corner.
Already have an account? Sign in
© 2026 The VC Corner · Privacy ∙ Terms ∙ Collection notice
Start your SubstackGet the app
Substack is the home for great culture