PayPal

5 statements across 3 episodes · 2 bullish · 0 bearish · 3 people on the record · first statement Sep 21, 2021 by Max Chafkin · said 25 times in 7 episodes since 2021 · across every show →

Mentions by year

brought up most by Max Chafkin (11), Alex Kantrowitz (9), Matthew Prince (2), Sebastian Siemiatkowski (1), Ranjan Roy (1), Peter Diamandis (1)

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Everything said about PayPal, oldest first

Sep 21, 2021 neutral
Insight
The tech industry learned to win via regulatory arbitrage from PayPal
“And I think you know, the rest of the tech industry you know, kind of learned a valuable lesson from that experience, which is that you can you know, you can succeed by pursuing this sort of regulatory arbitrage by attacking a regulated industry and by making …”
Max Chafkin Sep 21, 2021 ▶ 12:49 Unraveling The Mystery Of Peter Thiel — With Max Chafkin
Sep 21, 2021
Assertion Not checkable as stated
Elon Musk was more respected than Peter Thiel during PayPal's coup
“Oh, this coup happened, but at the time, you know, Elon was a much more better respected, more famous entrepreneur than Peter Thiel. Elon had already sold a company at, he had Mike Moritz, who is the, you know, most respected venture capitalist in Silicon Vall…”
Max Chafkin Sep 21, 2021 ▶ 42:41 Unraveling The Mystery Of Peter Thiel — With Max Chafkin
Sep 21, 2021 neutral
Assertion Not checkable as stated
PayPal built its early business by ignoring banking regulations
“Some of the things that, that PayPal did because PayPal totally just ignored every banking regulation. They, you know, it wasn't just that they were ideologically opposed to, you know, like the normal model of regulating currencies. They were just actively jus…”
Max Chafkin Sep 21, 2021 ▶ 12:17 Unraveling The Mystery Of Peter Thiel — With Max Chafkin
May 19, 2025 positive
Assertion Supported
Perplexity and PayPal partner to enable native checkout directly within chat
“So perplexity announced a partnership with PayPal. We've talked about this a lot and perplexity has done a lot with shopping and they'll let you ask a question. They'll show you a bunch of potential results. Now with PayPal, you can check out directly, handle …”
Ranjan Roy May 19, 2025 ▶ 50:00 Is ChatGPT The Last Website?, Grok’s System Prompt, Meta’s llama Fiasco
Sep 2, 2026 positive
Disclosure
Prince: Cloudflare is collaborating with Shopify and payment giants on AI commerce
“I'm spending a lot of time with, you know, Shopify you know, PayPal, Visa, MasterCard, American Express you know, Intuit, the companies that actually deal with these small businesses and saying, how can we bring together the tools in order to make sure that th…”
Matthew Prince Sep 2, 2026 ▶ 47:40 Cloudflare CEO: We're Ready To Block Millions of Websites From AI — With Matthew Prince
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