Disclosure certainty 4/5 debate potential 2/5

Gurley: Benchmark committed to WeWork 30 minutes into Adam Neumann's pitch

Bill Gurley · The Most Important Career Advice You'll Ever Hear (In The AI Era) | Bill Gurley · Mar 4, 2026 · at 1:20:06

Bill Gurley recalls Benchmark's initial decision to invest in Adam Neumann's WeWork despite the firm having no prior history in real estate investments.

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“Benchmark's never done a real estate transaction in the history of the firm, and We're about 30 minutes into the presentation. This is series eight, right? So there's almost nothing there. And I knew we were going to do the deal, like without even talking to the partners, because I mentioned we, when we started, we talked about salesmanship and he has a level of salesmanship that I had never seen before.”

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