Navigating the AI Supercycle: Inside the 20VC x SaaStr Deep Dive on Valuations, Burn Rates, and Market Shifts

Featuring: Harry Stebbings, Rory O’Driscoll, and Jason Lemkin Date: October 2026 Executive Overview The artificial intelligence boom has reached a fever pitch, forcing venture capitalists, institutional limited partners (LPs), and tech founders to grapple with an overarching, uneasy question: What do you do differently when everyone in the room agrees we are standing near the…

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The Anatomy of a Mis-Hire: Why Sales Leaders Crash and Burn—and How to Fix the Broken VP of Sales Playbook

Executive Overview In the high-stakes ecosystem of B2B software and SaaS, few leadership positions are as volatile or as critical as the Chief Revenue Officer (CRO) or Vice President of Sales. Touted as the silver bullet for stagnant growth or the catalyst for hyper-scaling, incoming sales leaders step into corporate boardrooms with the immense weight…

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