100 Founders

100 Founders

Pipeline & Deals

Stop Asking Buyers What They Need

Ask about the problem. Bring the answer. What 300 founder conversations taught me about the easy yes.

Dave Rubinstein's avatar
Dave Rubinstein
Oct 24, 2026

They’re also taking more meetings than ever. Everyone is afraid of missing out on AI, so buyers take the call, see the newest thing, and go back to their desk with one more pitch in the pile. A lot of those meetings have no intent to buy behind them. They’re research.

Here’s what that pile looks like from the buyer’s seat. Every vendor walks in with a cl…

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