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

The Twenty Minute VC (20VC): Venture Capital | Startup Funding | The Pitch · 2026-06-20 · 79 min · 17,919 words

20VC: Why Remote Work is White Collar Fraud | Why Revenge and Patriotism are the Best Founder Traits | Two Questions Every Founder Needs to Ask | The Wild Story of Raising $1BN from Masa Son in an Hour Long Meeting with Ryan Peterson, Founder @ Flexport

Listen to the original audio · Transcribed with NVIDIA Parakeet · Timestamps stay in sync with the live audio

I say it's white collar fraud. I have a three-year-old and a five-year-old. The idea that I could do any work at my house is like a total fantasy. Like, come on, you're kidding. I think the negotiation that we're gonna have with Salesforce can be a lot different than the last one.

I think selling SaaS to tech companies is gonna be a tough business because we can build stuff ourselves. Revenge and patriotism is a great investment thesis. There's a lot of collusion in VC. Like I have a feeling that most VCs actually collude more with competitors than with their own partners. This is 20 VC with me, Harry Stebbings.

Now I've done 3,000 shows. The best guests have two things. They have high IQ and they do not give a shit. Our guest today is a longtime friend of mine, Ryan Peterson, founder of Flexboard. He's been on many shows before.

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