Why Apple Needs a Management Overhaul & Why Google is Catching Up with Hyperscaler

20VC

Jul 31, 2025

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Rory O’Driscoll is a General Partner @ Scale where he has led investments in category leaders such as Bill.com (BILL), Box (BOX), DocuSign (DOCU), and WalkMe (WKME), among others.

Jason Lemkin is one of the leading SaaS investors of the last decade with a portfolio including the likes of Algolia, Talkdesk, Owner, RevenueCat, Saleloft and more.

In Today’s Episode We Discuss:

Why Benchmark Is Bleeding Partners (and Why That’s the New Normal)

“I Wouldn’t Leave Benchmark… Unless I Had THIS” Jason on Brand vs Autonomy

The Unstoppable Force of Elad Gil & The Myth of LP Discipline

Is Vibe Coding the New SaaS? Jason’s $10K/Month Spend Reveal

Will Microsoft, Google, or Amazon Win the AI Infra War?

Is GitHub Copilot the Biggest Miss in Microsoft’s History?

Are Big Tech Incumbents Now Too Powerful to Fail?

Apple’s AI Problem: Is It Time for a Management Overhaul?

Zuck’s Talent Siege: How Much Is Enough?

Figma’s IPO: $30B Return, Zero Hype. What Happened?

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© 2024 20VC. All rights reserved.

© 2024 20VC. All rights reserved.