Dave Chappelle, every mention

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every year anyone Jason Calacanis 46David Sacks 26Chamath Palihapitiya 21David Friedberg 1

Verbatim, from the transcripts: the passages where Dave Chappelle comes up

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All-In x Kill Tony: A Hilarious Holiday Special Dec 24, 2025 · 1 mention

  • ▶ 26:24 David Friedberg From, like, the late nineties, early 2000, even into the 20 tens, because over the last couple of years, we've talked a lot about guys getting their heads chopped off when they said something wrong, Chappelle, and everyone got so guarded…

Tucker Carlson: Rise of Nick Fuentes, Paramount vs Netflix, Anti-AI Sentiment, Hottest Takes Dec 13, 2025 · 1 mention

  • ▶ 1:21 David Sacks You know, it's like a Dave Chappelle comedy routine where he never does the same set and he does it with so much enthusiasm and gusto.

Does OpenAI Need a Bailout? Mamdani Wins, Socialism Rising, Filibuster Nuclear Option Nov 7, 2025 · 2 mentions

Fixing the American Dream with Andrew Schulz Mar 15, 2025 · 2 mentions

All-In Inauguration Day Livestream with the Besties from Washington, DC! Jan 20, 2025 · 2 mentions

  • ▶ 1:55:07 Jason Calacanis Somebody had a bit, I think it was Chappelle or whoever, and they're like, you know, the, the, the Democrats were going to black people, to Hispanic people, and tell them that these billionaires are bad people.
  • ▶ 2:31:36 Jason Calacanis Imagine giving Dave Chappelle a teleprompter.

Hurricane fallout, AlphaFold, Google breakup, Trump surge, VC giveback, TikTok survey Oct 11, 2024 · 2 mentions

500K Subscriber Livestream! | All-In Podcast Jun 25, 2024 · 1 mention

Google fires protestors, NPR chaos, Humane's AI Pin, Startup tax crisis, sports betting scandal Apr 19, 2024 · 2 mentions

E147: TED goes woke, Canada's Nazi blunder, AI adds vision, plus: who owns OpenAI? Sep 29, 2023 · 1 mention

  • ▶ 41:32 Jason Calacanis They've watched Dave Chappelle, they've seen any number of comments, you know, make them laugh with edgy humor.

In conversation with Robert F. Kennedy Jr. May 5, 2023 · 2 mentions

E117: Did Stripe miss its window? Plus: VC market update, AI comes for SaaS, Trump's savvy move Feb 24, 2023 · 3 mentions

  • ▶ 1:25:41 David Sacks Our friend, uh, Bill Lee tweeted how the AI told a joke in the style of Jerry Seinfeld, then he asked it to tell a joke in the style of Dave Chappelle, and it refused. 3 times in the scene

E115: The AI Search Wars: Google vs. Microsoft, Nordstream report, State of the Union Feb 11, 2023 · 1 mention

E113: DOJ tries to break up Google, vaccine questions, Ukraine escalation & more Jan 27, 2023 · 1 mention

E111: Microsoft to invest $10B in OpenAI, generative AI hype, America's over-classification problem Jan 13, 2023 · 1 mention

E109: 2022 Bestie Awards Live from Twitter HQ Dec 24, 2022 · 2 mentions

  • ▶ 2:15:32 David Sacks It's like, it's like Chappelle said, he came out of the house, told everyone everything you think is going on inside that house is going on and went back 2 times in the scene

E108: Doxing debate, Nuclear fusion breakthrough, state of the markets & more Dec 16, 2022 · 13 mentions

  • ▶ 43:17 Jason Calacanis It turns out Chris Rock and Chappelle are playing at the Chase Center, where, um, Chamath used to own a piece of the Warriors, right? 6 times in the scene
  • ▶ 45:03 Jason Calacanis So then we're chilling, and, uh, Sax and I are talking to Dave Chappelle. 6 times in the scene
  • ▶ 49:57 David Sacks And, and there was that undercurrent to Chappelle's set as well.

E101: Ye acquires Parler, Snap drops 30%, macro outlook, VC metrics, valuing stocks & more Oct 22, 2022 · 1 mention

E100: Reflecting on the first 100 shows, fan questions, nuclear threat, markets, Amazon & more Oct 14, 2022 · 1 mention

  • ▶ 23:23 Jason Calacanis Uh, silencing of any opinion, whether it's Chappelle or, you know, pick a topic in freedom of speech, Trump, et cetera, you know, who gets protection for freedom of speech?

E83: Market slide continues, and how to address Uvalde May 27, 2022 · 1 mention

  • ▶ 46:11 Jason Calacanis I mean, Dave Chappelle, you know, in terms of bravery, Ricky Gervais was like, I've already made my money.

E77: Tech work culture, crypto regulation, stablecoins, $NFLX & more w/ Coinbase CEO Brian Armstrong Apr 23, 2022 · 3 mentions

  • ▶ 17:37 David Sacks You saw it at Netflix, where Ted Sarandos was sort of maumaued by these employees who wanted to cancel Dave Chappelle. 2 times in the scene
  • ▶ 57:56 David Sacks I mean, they almost threw Chappelle off, who's the number, by far, the number one comic in, you know, in American comedy, and they absolutely would have thrown Chappelle off and done what a lot of those employees wanted if they didn't have…

E75: Fast shuts down, board culpability, Elon buys 9% of Twitter, deplatforming's evolution & more Apr 9, 2022 · 1 mention

  • ▶ 49:13 Jason Calacanis I'll tell you why, because if we look what's happened is let sometime last year, I think it happened around Chappelle.

E68: Trudeau invokes emergency powers, Bitcoin vs. government, Tiger Global's new strategy and more Feb 19, 2022 · 1 mention

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

E60: The 2021 Bestie Awards PLUS Jack Dorsey starts the Web3 Wars Dec 23, 2021 · 1 mention

  • ▶ 1:21:06 David Sacks The attempt to, uh, cancel Dave Chappelle totally fizzled out after the walkout protests on Netflix, and even, uh, Barack Obama told the progressive left to, quote, get over their woke purity earlier this year.

E58: November's CPI, preparing for a downturn, macro outlook, Better.com's botched layoffs & more Dec 11, 2021 · 2 mentions

E53: Wealth tax, inflation as a capital allocator, big tech earnings, paternity leave & more Oct 30, 2021 · 6 mentions

E52: Trump's SPAC, peak venture liquidity, tech as an economic ladder, Dems overplaying their hand Oct 23, 2021 · 12 mentions

  • ▶ 28:27 Jason Calacanis Media personality that he could acquire in the same way Spotify got Joe Rogan and Netflix got Dave Chappelle back to somebody they could offer a hundred million dollars.
  • ▶ 1:01:09 David Sacks Dave Chappelle is, Dave Chappelle has a 95% approval rating, ok? 2 times in the scene
  • ▶ 1:07:41 Jason Calacanis You know what I find the most disappointing about the whole Netflix situation is I thought Dave Chappelle, you know, even though maybe the special wasn't as funny as other ones, I thought it made you think. 3 times in the scene
  • ▶ 1:10:44 David Sacks I don't think any of us believe that Chappelle hates LGBTQ people, or I don't think anyone in the audience thinks that, and I think you have to deliberately misinterpret what Chappelle is thinking in, or saying, in order to believe that… 5 times in the scene
  • ▶ 1:18:39 Chamath Palihapitiya So, so to your point, Sachs, that is happening still every day, and we don't talk up enough about it, because we're up in arms about Dave Chappelle.

E51: Supply Chain Shortages, Inflation, DeSantis, Ted Sarandos Netflix Memo, Cancel Culture, Fan Q&A Oct 16, 2021 · 15 mentions

  • ▶ 47:05 Jason Calacanis We talked about, uh, the Chappelle performance, uh, Saks and, uh, Freebird. 14 times in the scene
  • ▶ 1:02:17 Jason Calacanis And, you know, he, he basically, Sarandos made the point that, you know, along with Chappelle's show, they are funding a ton of content by people of color, probably more than anybody, and trans people.

E50: Crypto investing deep dive, Facebook's whistleblower fallout, Chappelle's new special & more Oct 9, 2021 · 1 mention

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

  • ▶ 30:30 Chamath Palihapitiya Another fun proof point, um, fun because it's Dave Chappelle, uh, uh, that you can listen to or watch to see a flavor of this left-wing authoritarianism is called Redemption Song, which is a little clip he put out recently, and the, the…

E32: Behind the scenes of Elon hosting SNL, CDC failures, America's real-time UBI experiment & more May 13, 2021 · 1 mention

E13: SPACsgiving Special! Vaccine news, innovation vs regulation, fixing higher ed, challenge trials Nov 25, 2020 · 8 mentions

  • ▶ 49:20 Chamath Palihapitiya Look at, look at, uh, we can talk about this in a second, but like, you know, did you see what happened with Chappelle the last couple of days where Chappelle. 8 times in the scene

E12: Biden wins, Pfizer vaccine, markets rip, Trump's next act, COVID endgame scenarios & more Nov 11, 2020 · 1 mention

  • ▶ 24:02 Chamath Palihapitiya Yeah, there'll be a lot fewer, it's what Dave Chappelle said on Saturday, there'll be a lot fewer mass shootings.
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