20VC: Daniel Gross and Nat Friedman: Acquired by Meta | OpenAI’s SBC Bombshell: More Stock Comp Than Revenue | Privat Equity is Back: Olo Bought for $2BN | Microsoft Lays Off 9,000 People: Is This Just the Start | Will Sequoia Part with Shaun Maguire

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch

The Twenty Minute VC

Finance, Venturecapital, Tech News, News, Siliconvalley, Technology, Investing, Startups, Business

4.4 • 637 Ratings

🗓️ 10 July 2025

⏱️ 67 minutes

🔗️ Recording | iTunes | RSS

🧾️ Download transcript

Summary

Agenda:

[00:00] The AI Talent Crisis No One’s Ready For

[03:00] Daniel Gross and Nat Friedman: Why Two Legendary VCs Walked Away From $1B to Join Meta

[12:00] Meta’s AI Talent Magnet: Will It Actually Work?

[15:00] Cursor Is Breaking the Market: Can Anyone Compete?

[18:30] OpenAI’s SBC Bombshell: More Stock Comp Than Revenue

[22:00] CoreWeave’s Power Play: Buying Their Landlords

[26:00] Is Circle Next to Go Shopping with Meme Equity?

[28:00] PE Is Back: The Olo Take-Private Explained

[35:00] Why Triple, Triple, Double, Double Is No Longer Sexy

[41:00] QSBS Hack: The Billionaire’s Tax Loophole You’re Missing

[48:00] Microsoft’s AI Layoffs: Salespeople Are Dead, Long Live Engineers

[50:00] “If You Need a Week to Learn AI, You Should Be Fired”

[53:00] Will Sequoia’s Sean Maguire Be Pushed Out? Place Your Bets

[57:00] Will There Be a Recession in 2025? Jason Bets $75K It’s a No

[1:00:00] Is Linda Yaccarino Still CEO of X by Year-End?

[1:03:00] Circle and CoreWeave’s Meme Rally: Real or Mirage?

Transcript

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0:00.0	It will be the biggest issue of 2026, I think, in B2BAI is just the inability to recruit talent.
0:06.2	No one ever said to Winston Churchill, did you bring World War II in on budget? They just said,
0:11.6	did you win World War II? The truth is this, when it becomes existential, you do what you have
0:16.7	to do to win. The running in the early A market has been very much attention begets more attention
0:22.5	begets more attention. So if you start to pull ahead, provided you continue to execute, it's very
0:28.1	hard to catch up. This is 20VC with me, Harry Stebbings. Now, it is my favorite show of the week.
0:32.5	It's Rory. It's Jason. We are back with some incredible topics this week. We have Daniel and Nat leaving one of
0:38.9	their legendary funds to join Meta, but at what cost and what cost to LPs. Then we discuss
0:44.8	Olo's going private with their $2 billion with Toma Bravo. Then we discuss Call Weaves $9 billion
0:50.5	acquisition and whether Circle will use their meme equity price to buy more.
0:55.9	Also, we discuss whether Sean McGuire will be leaving Sequoia, Linda Yaccarino leaving X,
1:01.4	so much in this episode. And as always, the highlight of my week doing this show.
1:05.5	But before we dive into the show today, let's talk about agents, specifically Piper, the AISDR agent brought to you by
1:13.0	Qualified, the agentic marketing era has arrived. And if you're a B2B marketing leader looking to
1:18.7	scale a pipeline generation, Piper the AISDR agent, wow, it is here to help. Piper is the number
1:24.9	one AISDR agent on the market, according to G2. And hundreds of
1:29.4	companies like Box, Asana and Brex have hired Piper to autonomously grow inbound pipeline.
1:35.6	Fucking sign me up. Anyway, qualified customers see massive business impact with Piper,
1:40.6	3x increase in meetings booked and 2x increase in pipeline. Wow, that is some results.
1:46.6	Hire Piper, the number one AISDR agent and grow your pipeline today. Learn more at qualified.com
1:52.9	slash 20VC. That's qualified.com slash 20VC with the 20VC spelled out in letters for goodness
1:59.7	sake. And while Piper build your pipeline,
	...

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