Dave Chappelle

8 statements across 6 episodes · 4 bullish · 3 bearish · 2 people on the record · first statement May 13, 2021 by Jason Calacanis · said 94 times in 33 episodes since 2020 · across every show →

Mentions by year

brought up most by Jason Calacanis (46), David Sacks (26), Chamath Palihapitiya (21), David Friedberg (1)

mentionsepisodesper episode tap a year for its mentions

2025 8 mentions in 5 episodes 2 per episode

Does OpenAI Need a Bailout? Mamdani Wins, Socialism Rising, Filibuster Nuclear Option Nov 7, 2025 · 2 mentions · from 37:29
Fixing the American Dream with Andrew Schulz Mar 15, 2025 · 2 mentions · from 1:19:35
All-In Inauguration Day Livestream with the Besties from Washington, DC! Jan 20, 2025 · 2 mentions · from 1:55:07
All-In x Kill Tony: A Hilarious Holiday Special Dec 24, 2025 · 1 mention · from 26:24
Tucker Carlson: Rise of Nick Fuentes, Paramount vs Netflix, Anti-AI Sentiment, Hottest Takes Dec 13, 2025 · 1 mention · from 1:21
every mention in 2025, scene by scene →

2024 5 mentions in 3 episodes 2 per episode

Hurricane fallout, AlphaFold, Google breakup, Trump surge, VC giveback, TikTok survey Oct 11, 2024 · 2 mentions · from 52:57
Google fires protestors, NPR chaos, Humane's AI Pin, Startup tax crisis, sports betting scandal Apr 19, 2024 · 2 mentions · from 58:21
500K Subscriber Livestream! | All-In Podcast Jun 25, 2024 · 1 mention · from 16:52
every mention in 2024, scene by scene →

2023 9 mentions in 6 episodes 2 per episode

E117: Did Stripe miss its window? Plus: VC market update, AI comes for SaaS, Trump's savvy move Feb 24, 2023 · 3 mentions · from 1:25:41
In conversation with Robert F. Kennedy Jr. May 5, 2023 · 2 mentions · from 1:34:26
E147: TED goes woke, Canada's Nazi blunder, AI adds vision, plus: who owns OpenAI? Sep 29, 2023 · 1 mention · from 41:32
E115: The AI Search Wars: Google vs. Microsoft, Nordstream report, State of the Union Feb 11, 2023 · 1 mention · from 1:20:16
E113: DOJ tries to break up Google, vaccine questions, Ukraine escalation & more Jan 27, 2023 · 1 mention · from 54:30
E111: Microsoft to invest $10B in OpenAI, generative AI hype, America's over-classification problem Jan 13, 2023 · 1 mention · from 0:23
every mention in 2023, scene by scene →

2022 24 mentions in 9 episodes 3 per episode

E108: Doxing debate, Nuclear fusion breakthrough, state of the markets & more Dec 16, 2022 · 13 mentions · from 43:17
E77: Tech work culture, crypto regulation, stablecoins, $NFLX & more w/ Coinbase CEO Brian Armstrong Apr 23, 2022 · 3 mentions · from 17:37
E109: 2022 Bestie Awards Live from Twitter HQ Dec 24, 2022 · 2 mentions · from 2:15:32
E101: Ye acquires Parler, Snap drops 30%, macro outlook, VC metrics, valuing stocks & more Oct 22, 2022 · 1 mention · from 1:39:28
E100: Reflecting on the first 100 shows, fan questions, nuclear threat, markets, Amazon & more Oct 14, 2022 · 1 mention · from 23:23
E83: Market slide continues, and how to address Uvalde May 27, 2022 · 1 mention · from 46:11
E75: Fast shuts down, board culpability, Elon buys 9% of Twitter, deplatforming's evolution & more Apr 9, 2022 · 1 mention · from 49:13
E68: Trudeau invokes emergency powers, Bitcoin vs. government, Tiger Global's new strategy and more Feb 19, 2022 · 1 mention · from 13:00
1 more episode that year, every mention in 2022 →

2021 39 mentions in 8 episodes 5 per episode

E51: Supply Chain Shortages, Inflation, DeSantis, Ted Sarandos Netflix Memo, Cancel Culture, Fan Q&A Oct 16, 2021 · 15 mentions · from 47:05
E52: Trump's SPAC, peak venture liquidity, tech as an economic ladder, Dems overplaying their hand Oct 23, 2021 · 12 mentions · from 28:27
E53: Wealth tax, inflation as a capital allocator, big tech earnings, paternity leave & more Oct 30, 2021 · 6 mentions · from 13:59
E58: November's CPI, preparing for a downturn, macro outlook, Better.com's botched layoffs & more Dec 11, 2021 · 2 mentions · from 1:07:31
E60: The 2021 Bestie Awards PLUS Jack Dorsey starts the Web3 Wars Dec 23, 2021 · 1 mention · from 1:21:06
E50: Crypto investing deep dive, Facebook's whistleblower fallout, Chappelle's new special & more Oct 9, 2021 · 1 mention · from 1:09:11
E49: Coinbase CEO reflects on controversial blog, state of the markets, 1000 unicorns & more Oct 2, 2021 · 1 mention · from 30:30
E32: Behind the scenes of Elon hosting SNL, CDC failures, America's real-time UBI experiment & more May 13, 2021 · 1 mention · from 21:54
every mention in 2021, scene by scene →

2020 9 mentions in 2 episodes 5 per episode

E13: SPACsgiving Special! Vaccine news, innovation vs regulation, fixing higher ed, challenge trials Nov 25, 2020 · 8 mentions · from 49:20
E12: Biden wins, Pfizer vaccine, markets rip, Trump's next act, COVID endgame scenarios & more Nov 11, 2020 · 1 mention · from 24:02
every mention in 2020, scene by scene →

every mention, scene by scene, with the transcript →

Everything said about Dave Chappelle, oldest first

May 13, 2021 positive

Assertion Partly supported

Calacanis: Elon Musk's SNL episode had third-highest ratings of season

“Third best show of the season so far, I think, not counting all the YouTube views and the international views. I think Chappelle's the only person who beat him.”

Jason Calacanis May 13, 2021 ▶ 21:49 E32: Behind the scenes of Elon hosting SNL, CDC failures, America's real-time UBI experiment & more

Oct 9, 2021 bullish

Prediction Not checkable as stated

Calacanis predicts a Chappelle streaming platform would reach 10M subscribers in two years

“Like if Dave Chappelle were to create his own Netflix, I think it gets ten million paid subscribers in the first two years.”

Jason Calacanis Oct 9, 2021 ▶ 1:13:13 E50: Crypto investing deep dive, Facebook's whistleblower fallout, Chappelle's new special & more

Oct 9, 2021 negative

Prediction Not checkable as stated

Calacanis gives a 50% chance Netflix removes Dave Chappelle's special

“I give it a 50% chance that Netflix takes it down.”

Jason Calacanis Oct 9, 2021 ▶ 1:12:19 E50: Crypto investing deep dive, Facebook's whistleblower fallout, Chappelle's new special & more

Oct 16, 2021 positive

Prediction Not checkable as stated

Sacks: Dave Chappelle will survive cancellation backlash

“He's gonna survive.”

David Sacks Oct 16, 2021 ▶ 47:53 E51: Supply Chain Shortages, Inflation, DeSantis, Ted Sarandos Netflix Memo, Cancel Culture, Fan Q&A

Oct 23, 2021 negative

Opinion

Calacanis: Netflix walkout over Dave Chappelle is unproductive and ignores his points

“The Netflix walkout and how this thing has unfolded. The reason it's so unproductive is because they're not moving the discussion forward. They're not actually listening to what Chappelle said.”

Jason Calacanis Oct 23, 2021 ▶ 1:08:29 E52: Trump's SPAC, peak venture liquidity, tech as an economic ladder, Dems overplaying their hand

Oct 23, 2021 neutral

Assertion Partly supported

Sacks: Only about three dozen people attended the Netflix Dave Chappelle protest

“You know how many people were actually at that Dave Chappelle protest? Like three dozen, ok?”

David Sacks Oct 23, 2021 ▶ 1:01:16 E52: Trump's SPAC, peak venture liquidity, tech as an economic ladder, Dems overplaying their hand

Oct 30, 2021 positive

Opinion

Sacks: Claiming Dave Chappelle's standup is hateful requires deliberate obtuseness

“They're really to think that Chappelle's Standup routine is hateful, really requires, I think, deliberate obtuseness. You have to deliberately misinterpret what he's saying.”

David Sacks Oct 30, 2021 ▶ 16:27 E53: Wealth tax, inflation as a capital allocator, big tech earnings, paternity leave & more

Apr 23, 2022 negative

What-if

Sacks: Netflix would have dropped Dave Chappelle without his major deal

“They absolutely would have thrown Chappelle off and done what a lot of those employees wanted if they didn't have such a big deal with him, if he wasn't such a big deal.”

David Sacks Apr 23, 2022 ▶ 57:56 E77: Tech work culture, crypto regulation, stablecoins, $NFLX & more w/ Coinbase CEO Brian Armstrong

Dave Chappelle

Mentions by year

Everything said about Dave Chappelle, oldest first

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