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AI B to B

2 statements across 2 episodes · 0 bullish · 1 bearish · 2 people on the record · first statement Sep 19, 2025 by Harry Stebbings · across every show →

Everything said about AI B to B, oldest first

Sep 19, 2025
Prediction Not checkable as stated
Stebbings: Hiring will be AI B2B's biggest challenge over 18 months
“The single biggest problem in AI B to B will be hiring for the next year, 18 months.”
Harry Stebbings Sep 19, 2025 ▶ 31:36 20VC: Why 90% of Founders Build Startups Wrong | Why AI Growth Rates are Sustainable & Remote Work is BS and the AI Talent War | Competing with Brett Taylor and Sierra: Who Wins the Customer Service War with Jesse Zhang, Decagon
Oct 23, 2025 bearish
Prediction Open · timeframe Oct 2030
Calacanis: VCs will lose money on 80% of B2B AI investments
“VCs are gonna lose, like, 80% of their investments in AI B to B because they're ignoring these issues, and so be it.”
Jason Lemkin Oct 23, 2025 ▶ 31:45 Why VC Today is Worse than 2021 · 20VC with Harry Stebbings
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