PayPal, every mention

107 scenes, the whole family · ← back to PayPal

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every year anyone David Sacks 86Jason Calacanis 57Chamath Palihapitiya 14David Friedberg 12Keith Rabois 4Elon Musk 4Brian Armstrong 3Mark Pincus 2Peter Thiel 1Patrick Collison 1

Verbatim, from the transcripts: the passages where PayPal comes up

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Chip Stocks Crash, $20B Fund Margin Called, Frontier Labs: SLOW DOWN AI, Mamdani's Grocery Stores Jul 30, 2026 · 1 mention

  • ▶ 11:01 David Sacks I mean, you know, back in the PayPal days with the PayPal mafia, we would think in this way of exponential increases because we would see an exponential growth curve.

Can the AI Industry Regulate Itself? Stripe Wants PayPal, China Catches Up, NY Bans Datacenters Jul 18, 2026 · 31 mentions

GameStop CEO Ryan Cohen’s $56B Plan to Take Over eBay Jun 23, 2026 · 2 mentions

  • ▶ 37:57 unnamed speaker They bought PayPal and then later spun it out and divested and they bought Skype for 2.6 billion in 2005 and then sold 70% of it for two billion in 2009 and then they got lucky with Microsoft overpaying in 20 11 and they made another two… 2 times in the scene

World's First Trillionaire, Anthropic Fable Banned, The New Oligarchs, Iran Peace Deal Jun 19, 2026 · 1 mention

  • ▶ 18:00 Jason Calacanis You've been friends with Elon since PayPal days, obviously, and, um, you obviously were an investor in SpaceX for a long time.

The Future of Everything: What CEOs of Circle, CrowdStrike & More See Coming in 2026 Jan 25, 2026 · 1 mention

Coinbase CEO's Top 3 Crypto Trends for 2026 + More from Davos! Jan 23, 2026 · 3 mentions

Europe's Free Speech Failure and the "Censorship Industrial Complex" with Sarah B. Rogers Jan 22, 2026 · 1 mention

Adam Carolla on California’s Collapse: Fires, Failed Leadership, and Gyno-Fascism Jan 13, 2026 · 5 mentions

  • ▶ 1:06 unnamed speaker PayPal Open is the platform designed to help you grow into yours with access to business loans so you can expand and reach hundreds of millions of PayPal customers worldwide. 2 times in the scene
  • ▶ 1:06 unnamed speaker PayPal Open is the platform designed to help you grow into yours with access to business loans so you can expand and reach hundreds of millions of PayPal customers worldwide. 3 times in the scene

Grok 4 Wows, The Bitter Lesson, Third Party, AI Browsers, SCOTUS backs POTUS on RIFs Jul 11, 2025 · 1 mention

Trump Rally or Bessent Put? Elon Back at Tesla, Google's Gemini Problem, China's Thorium Discovery Apr 26, 2025 · 1 mention

Howard Lutnick | All-In DC Mar 20, 2025 · 1 mention

The Stablecoin Future, Milei's Memecoin, DOGE for the DoD, Grok 3, Why Stripe Stays Private Feb 22, 2025 · 2 mentions

  • ▶ 3:30 Patrick Collison People just didn't think that, I mean, you know, teenagers weren't actually teenagers at the time, but you know, people in their early twenties, college kids taking on, you know, PayPal or the incumbents or regulated financial services or…
  • ▶ 1:40:02 John Collison PayPal, 80% off their 20, 21 peak.

From Skeptic to Supporter: How This Billionaire Got ‘Red-Pilled’ by Trump Jan 18, 2025 · 1 mention

  • ▶ 8:54 Mark Pincus But do you remember when he would be on Twitter all the time post PayPal, trying to correct the story and just write long, long diatribes.

Red-pilled Billionaires, LA Fire Update, Newsom's Price Caps, TikTok Ban, Jobless MBAs Jan 18, 2025 · 1 mention

  • ▶ 15:47 Mark Pincus But do you remember when he would be on Twitter all the time post PayPal, trying to correct the story and just write long, long diatribes.

Trump's Cabinet, Google's Quantum Chip, Apple's Flop, TikTok, State of VC Dec 13, 2024 · 5 mentions

Inflated GDP?, Google earnings, How the media lost trust, Rogan/Trump search controversy, Election! Nov 1, 2024 · 1 mention

Ingo Uytdehaage, Adyen | All-In Summit 2024 Oct 10, 2024 · 7 mentions

  • ▶ 24:02 David Sacks Do you ever see PayPal on the market? 6 times in the scene
  • ▶ 24:12 Ingo Uytdehaage So, uh, we work closely with them also offering, um, we just did a press release on their new Express checkout that we do together with them.

Peter Thiel: The Coming Collapse No One Is Prepared For Sep 13, 2024 · 1 mention

  • ▶ 0:16 Peter Thiel Changed money with PayPal, was the first outside investor in Facebook, uh, backed Palantir, which is, I believe they helped find Osama bin Laden.

"Founder Mode," DOJ alleges Russian podcast op, Kamala flips proposals, Tech loses Section 230? Sep 6, 2024 · 1 mention

  • ▶ 13:21 David Sacks I mean, I remember way back in the PayPal days, over 20 years ago, we had a rule that we weren't, wouldn't hire MBAs.

In conversation with Reid Hoffman & Robert F. Kennedy Jr. Aug 30, 2024 · 7 mentions

  • ▶ 2:07 Jason Calacanis He's got his own podcast, Masters of Scale, and, uh, he, he and David Sachs work together at PayPal. 7 times in the scene

Break up Google, Starbucks CEO out, Kamala’s price controls, Boeing disaster, Kursk offensive Aug 16, 2024 · 1 mention

  • ▶ 3:01 David Sacks Well, it's where PayPal got its first funding round, where John Malloy from Nokia Ventures beamed the money to Peter and Max at Bucks.

The Besties Take Napa | All-In Special Jul 23, 2024 · 1 mention

  • ▶ 19:28 David Sacks I went anyway, and, but it ended up not mattering because I ended up joining PayPal after I graduated from law school, so I wish I had a better story.

GPT-4o launches, Glue demo, Ohalo breakthrough, Druck's Argentina bet, did Google kill Perplexity? May 17, 2024 · 1 mention

  • ▶ 1:12:32 David Sacks When we did PayPal, none of us knew anything about payments, that was one of the reasons we were successful.

E170: Tech's Vibe Shift, TikTok ban debate, Vertical AI boom, Florida bans lab-grown meat & more Mar 16, 2024 · 1 mention

  • ▶ 39:32 David Sacks With PayPal, just to launch really what was an MVP, we had, I'd say, a dozen developers, and it was pretty expensive, and we had to set up our own colo.

E167: Google's Woke AI disaster, Nvidia smashes earnings (again), Groq's LPU breakthrough & more Feb 23, 2024 · 1 mention

  • ▶ 26:38 David Sacks I mean, look, when we were developing PayPal in the late nineties, really around 1999,

E164: Zuck’s Senate apology, Elon's comp package voided, crony capitalism, Reddit IPO, drone attack Feb 2, 2024 · 1 mention

E163: Market rips, Media RIFs, Texas defies Biden, Fintech reckoning, ARkStorm 2.0 & more Jan 26, 2024 · 2 mentions

  • ▶ 1:23:30 David Sacks And certainly we saw this at PayPal, where the margin on any particular payment was pretty low. 2 times in the scene

E160: 2024 Predictions! Markets, tech, politics, and more Jan 6, 2024 · 2 mentions

  • ▶ 1:15:12 David Sacks Is Jimmy Soni's book, The Founders, which is the story of PayPal and the entrepreneurs who shaped Silicon Valley. 2 times in the scene

E156: Ivy League antisemitism, macro, SaaS recovery, Gemini, Figma deal delay + big Friedberg update Dec 8, 2023 · 1 mention

E151: WW3 risk, War with Iran?, 4.9% GDP, startup failures growing, new Speaker & more Oct 27, 2023 · 1 mention

E146: Did the Fed break the VC model? Plus IPOs, M&A, revaluing unicorns & more Sep 22, 2023 · 1 mention

E142: "Rich Men North of Richmond" hits #1, upward mobility, real estate capital crunch, Trump RICO Aug 18, 2023 · 2 mentions

  • ▶ 1:25:24 Chamath Palihapitiya The thing to remember about all these businesses, Stripe, Adyen, PayPal, is that they're middlemen businesses, which by definition means that they don't have pricing power. 2 times in the scene

E141: State of Series A's, VC dry powder, IPO window opens + more with Bill Gurley & Brad Gerstner Aug 11, 2023 · 1 mention

  • ▶ 11:04 David Sacks Back in the PayPal days, you know, I didn't have any real business education.

E124: AutoGPT's massive potential and risk, AI regulation, Bob Lee/SF update Apr 14, 2023 · 1 mention

  • ▶ 37:17 David Sacks I remember when, like, PayPal got to, like, a hundred billion a year of payment volume, and now it's, like, hundreds of billions, so.

E104: FTX collapse with Coinbase CEO Brian Armstrong + election results, macro update & more Nov 12, 2022 · 2 mentions

  • ▶ 29:34 David Sacks I mean, I remember when I was doing PayPal, like, 22 years ago, and the company was, like, six months away from running out of money.
  • ▶ 1:17:13 Jason Calacanis The number of hours that was expected at a startup was what, Saks, when you were at PayPal?

E102: Elon closes Twitter deal, $META uncertainty, Zuck's historic bet, big tech decline & more Oct 29, 2022 · 3 mentions

  • ▶ 11:27 Jason Calacanis Well, Sax, you were the COO of PayPal with Elon and Ruloff and TL and everybody in that crew over 20 years ago, uh, and verified you understand pretty well because you yourself have been brigadooned of late 2 times in the scene
  • ▶ 13:45 David Sacks I mean, 20 years after PayPal,

E99: Cheating scandals, Twitter updates, rapid AI advancements, Biden's pardon, Section 230 & more Oct 7, 2022 · 6 mentions

  • ▶ 0:36 Jason Calacanis Weren't you the same guy who was responsible for scaring PayPal? 2 times in the scene
  • ▶ 1:14:48 David Sacks Do you think the average consumer, the average user of PayPal is demanding that they engage in all of these restrictive policies, throwing off all these accounts who have the wrong viewpoints? 2 times in the scene
  • ▶ 1:23:34 David Sacks You have companies like PayPal, which are just engaging in retaliation, basically financial retaliation, purely on based on what political viewpoints they have. 2 times in the scene

E98: Big tech starts making cuts, Fed incompetency, global debt, Russia/Ukraine & more Oct 1, 2022 · 2 mentions

E95: Winter is Coming, Europe's energy crisis, Kim Kardashian's new PE firm & more Sep 10, 2022 · 1 mention

  • ▶ 59:47 David Sacks In the past, the consumer products I've been involved in like PayPal or investing in social networks like Facebook, they were viral.

#AIS: Bestie AMA with Valor's Antonio Gracias Jun 7, 2022 · 4 mentions

  • ▶ 32:34 unnamed speaker I have a question for the 17th most important person from PayPal.
  • ▶ 58:50 David Sacks Um, so, you know, this question of micropayments has come up all the way since, you know, back to when I was working on PayPal, and one of the problems with micropayments is, as the name suggests, the amounts are very, very small, so you… 2 times in the scene
  • ▶ 1:15:34 unnamed speaker Um, so my question is, Amar talked about these, like, startup generating systems like Stanford or PayPal.

#AIS: Pear VC’s Mar Hershenson on making successful founders May 30, 2022 · 9 mentions

  • ▶ 7:47 Mar Hershenson And one of them, perhaps, is the PayPal mafia.
  • ▶ 18:03 Jason Calacanis And, you know, when you look at what happened at PayPal, and I'm really interested in hearing David's perspective on this, they got to see each other at Stanford, and 40% of the speakers have been to Stanford here at this event.
  • ▶ 23:02 David Friedberg Like, being the 17th most important guy at PayPal.
  • ▶ 23:40 David Sacks So the, the, the answer is that at PayPal, we recruited our friends to work at the company because literally nobody else like was willing to come work at this crazy startup. 6 times in the scene

#AIS: Tim Urban on political discourse + Keith Rabois on early-stage investing in 2022 May 26, 2022 · 4 mentions

  • ▶ 1:05:59 Keith Rabois So, for me, it was easy because these were people that we worked, David and I worked with at PayPal, and I was smart enough to at least, you know, follow the people that were launching companies after PayPal and give them some money. 4 times in the scene

E81: All-In Summit: Bill Gurley & Brad Gerstner on markets, downturns & investment cycles May 23, 2022 · 1 mention

Elon Musk: Twitter's bot problem, SpaceX's grand plan, Tesla stories & more May 16, 2022 · 6 mentions

  • ▶ 28:24 Jason Calacanis This seems to me, uh, based on your work with, with David at PayPal, like a, a pretty brilliant idea. 2 times in the scene
  • ▶ 1:06:55 Elon Musk I mean, David, do you remember this one from the, from the PayPal, you know, ex PayPal days, 2 times in the scene
  • ▶ 1:18:53 Elon Musk Um, you, you want, and really like you said, what, what did PayPal really, really do that helped improve the, the, the bandwidth, the speed at which money could move, um, instead of, of mailing checks back and forth, which amazingly, that… 2 times in the scene

E80: Recession deep dive: VC psychology, macro risks, Tiger Global, predictions and more May 13, 2022 · 2 mentions

E77: Tech work culture, crypto regulation, stablecoins, $NFLX & more w/ Coinbase CEO Brian Armstrong Apr 23, 2022 · 1 mention

E75: Fast shuts down, board culpability, Elon buys 9% of Twitter, deplatforming's evolution & more Apr 9, 2022 · 3 mentions

  • ▶ 15:16 David Sacks I mean, look, PayPal had this situation back in, uh, 2000, the year 2000, right after the dot-com crash.
  • ▶ 43:06 Jason Calacanis Saks, you worked with Elon at PayPal thoughts on what this does for 2 times in the scene

E68: Trudeau invokes emergency powers, Bitcoin vs. government, Tiger Global's new strategy and more Feb 19, 2022 · 4 mentions

  • ▶ 45:15 Jason Calacanis What's your best advice being one of the great operators in the history of Silicon Valley as a CEO of PayPal.
  • ▶ 46:37 Jason Calacanis And then I tie my top two sacks, as a PayPal, and Zenefits, even though it didn't work out, it was still a great run at the time.
  • ▶ 58:54 David Sacks Roloff, who worked with us at PayPal, is there. 2 times in the scene

E67: Revisiting Rogan, Canadian truckers' protest, fusion breakthrough, $MSFT's savvy move & more Feb 12, 2022 · 1 mention

E66: $FB's big drop, Rogan/Spotify mess, Xi/Putin meetup & supply chain issues with Ryan Petersen Feb 5, 2022 · 10 mentions

E62: Elizabeth Holmes verdict, fraud origins & takeaways, navigating "The Great Markdown" & more Jan 8, 2022 · 1 mention

E59: Twitter's content warning algo, equity audits, politicians trading stocks, Fed's next move Dec 17, 2021 · 1 mention

  • ▶ 18:53 David Sacks So recently, you know, I wrote a piece called the, the no buy list where I basically, you had companies like PayPal and some of these other financial firms were starting to deny service to customers, to users based on their political…

E56: Constitution DAO, Rittenhouse trial coverage, private sector efficiency vs the government Nov 20, 2021 · 1 mention

E55: Valuing crypto projects, Rivian worth $100B+, inflation: causes and corrections and more Nov 13, 2021 · 8 mentions

E51: Supply Chain Shortages, Inflation, DeSantis, Ted Sarandos Netflix Memo, Cancel Culture, Fan Q&A Oct 16, 2021 · 2 mentions

  • ▶ 1:29:05 David Sacks Uh, well, I mean, obviously what we did at PayPal has gone on to become a legend, and then, you know, PayPal, I was the founder CEO, he led that to a unicorn exit, so. 2 times in the scene

E49: Coinbase CEO reflects on controversial blog, state of the markets, 1000 unicorns & more Oct 2, 2021 · 1 mention

Balaji Srinivasan: role of decentralization, China/US breakdown & more Sep 25, 2021 · 1 mention

E44: USA's Afghanistan embarrassment, China's new algo laws, future of robots + Italy recap! Aug 28, 2021 · 2 mentions

E43: Innovative venture strategies, Zymergen's implosion, Square acquires Afterpay & more Aug 6, 2021 · 6 mentions

  • ▶ 1:07:38 David Sacks Okay, so, well, first, I mean, if we're going to call somebody out, first, I want to call out PayPal.
  • ▶ 1:12:35 David Friedberg There's a company called Bill Me Later, that was bought by PayPal in 2008 for a billion dollars. 2 times in the scene
  • ▶ 1:20:53 David Sacks PayPal is already well down that road. 3 times in the scene

E41: Vaccine policy, Big Tech, DeepMind's latest breakthrough, wealth creation, opportunity & more Jul 23, 2021 · 1 mention

  • ▶ 1:32:44 David Sacks If I just stayed at PayPal for 20 years, my stock would have been worth many, many billions, right?

E36: New FTC Chair, breaking up big tech, government silent spying, Jon Stewart, wildfires & more Jun 18, 2021 · 4 mentions

  • ▶ 27:53 David Sacks Um, my experience at PayPal really changed my thinking on this because PayPal, you know, was a startup that launched effectively as an involuntary app on top of the eBay market. 4 times in the scene

E35: Biogen's controversial Alzheimer's drug approval, the billionaire space race, Bitcoin & more Jun 13, 2021 · 1 mention

  • ▶ 1:20:16 David Sacks I actually wrote, in 1999, when I joined PayPal, I wrote an article called Silicon Valley's Fight Clubs, in which I basically said that startups were the answer to this sort of, you got, remember Fight Club came out in 1999,

E31: Post-vaccination virtue signaling, pandemic lessons, immigration, Caitlyn Jenner for CA & more May 1, 2021 · 1 mention

  • ▶ 40:42 David Sacks So we've seen, you know, like PayPal, I think, you know, there were like three or four immigrants on the founding team, you know, Peter,

E26: State of Venture Capital, plus fan questions on longevity, decentralization & quantum computing Mar 20, 2021 · 2 mentions

  • ▶ 42:47 David Sacks I mean, I did PayPal when I was still in my twenties, but I wasn't the founder of the company. 2 times in the scene

E23: Radical DAs, breaking down FB/Google vs. Australia, sustained fear post-vaccine & fan questions Feb 20, 2021 · 1 mention

  • ▶ 1:00:51 David Sacks I would say that around the time that PayPal hit a two hundred billion dollar market cap and Slack had a twenty seven billion dollar outcome, I started realizing, you know, if I just stuck with my ideas longer, you know, I probably would…

E18: Inauguration talk, breaking down the $1.9T stimulus, the case for recalling Gavin Newsom & more Jan 23, 2021 · 2 mentions

  • ▶ 7:56 David Sacks You had an announcement from a whole bunch of finance companies, PayPal, Stripe, Square, that said they would, uh, cancel the accounts and,
  • ▶ 1:00:53 Jason Calacanis Every single Uber driver, Lyft driver, Postmates driver, Airbnb host, uh, or a person who used the Cash App or PayPal would have said, I can, as one of the first users, I have access to buy shares.
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