Naivete

topic on 3 shows · 3 statements across 3 episodes

Invest Like the Best Capital Allocators 20VC

3 statements about Naivete, every show

Diller: Intuitive judgment requires fighting cynicism and preserving naivete
“You really have to have to try very hard to keep those instincts of yours as fresh and clean as you can, which means you have to fight cynicism. You have to fight being sophisticated. You have to hold on To a certain form, even if you make it up of naivete, be…”
Barry Diller Sep 23, 2025 ▶ 18:31 How Barry Diller Built Entertainment Empires · Invest Like The Best
Playing naive effectively deters unethical propositions at work, Auby advises
“Naivete is a great tool in an ethically challenged situation. So if someone's coming to you with something that's maybe ethically challenging, and if you ask why a lot, and you're like, well, why does this make sense? And why is this helpful? People just go aw…”
Jace Auby Sep 9, 2024 ▶ 1:00:51 Jase Auby - Risk, Size, and Talent at Texas Teachers (EP.404)
20VC Insight
Simkoff: Naivete is a founder's most dangerously powerful skill
“The more you know about an industry, the more reasons you have not to start a company or grow a business, right? It's too hard. Did you like understand the competitive landscape? I don't know if you remember this conversation, but we talked about how like naiv…”
Max Simkoff Feb 18, 2021 ▶ 6:11 20VC Special: The Real Estate Fintech OGs on Why This Is Not The End For The Bay Area and What Can Be Done To Solve It, The Pros and Cons of Working with Corporate Investors and How Leading Their Teams Has Fundamentally Changed in a COVID World

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