Lemkin: Paid standalone AI co-pilots were B2B software's biggest 2025 failure
Jason Lemkin · Predictions for 2026: Top Buy & Biggest Short | Why Salesforce Could Win & NVIDIA’s Challenges · 20VC with Harry Stebbings · Dec 22, 2025 · at 53:48
Jason Lemkin reflects on software product strategy failures in 2025 across enterprise B2B vendors.
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“The biggest failing of this year, we talked about, I want to say in twenties, going to Rory's point, it was the co-pilot. The co-pilot was the worst of all worlds. We're not going to put it in our base product. We're not going to make the core product better, but we're not going to provide so much value, like a notion that you want to pay for it. That was the cynical whiteboard of January, 20, 25 that failed up and down the B to B board was the expensive co-pilot.”
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