Chicago, every mention

52 scenes · ← back to Chicago

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every year anyone Jason Calacanis 14David Friedberg 8Chamath Palihapitiya 8David Sacks 7Rahm Emanuel 5Antonio Gracias 5Ryan Petersen 3Donald J. Trump 2Vivek Ramaswamy 1Tucker Carlson 1

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

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Anthropic's $2T IPO, Zuck's AI Manifesto, Nvidia's $500B AI Bet, Grok's Comeback Aug 13, 2026 · 1 mention

  • ▶ 1:59 Jason Calacanis I'd say his, first of all, he's, um, got incredible amount of experience having worked for Obama, Clinton, uh, been mayor of Chicago and ambassador to Japan.

Rahm Emanuel: Trump's Foreign Policy, China, Europe's Decline, Immigration & DSA vs Democrats Aug 12, 2026 · 6 mentions

  • ▶ 0:05 Jason Calacanis He was the senior advisor of Bill Clinton, last president, presided over zero national debt, and he was Obama's chief of staff, mayor of Chi-town, ambassador to my favorite country to visit Japan under President Biden.
  • ▶ 51:32 Rahm Emanuel Now, I'm not mayor today, but if I was mayor of Chicago, I would say, okay,
  • ▶ 54:43 Rahm Emanuel Is braid the resources together so states and cities can meld it because what happens on the south side or west side of Chicago or what happens in our suburbs or what happens in some of our best schools like Northside and Payton just isn't… 2 times in the scene
  • ▶ 1:08:50 Rahm Emanuel I'm a big believer not only in the raising the minimum wage, I would raise it and have it go up, uh, each year as we did in Chicago. 2 times in the scene

The Fight Over Open Source AI, Anthropic's $1.5B Payout, NYC Socialists: Evictions = Violence? Jul 24, 2026 · 1 mention

  • ▶ 1:28:37 David Sacks I mean, this is a problem to moth is that look, if the socialists ever learned from their failed experiments, you wouldn't have Chicago, you know, it's just like, we don't need New York to go down the tubes to know this isn't going to work…

Dan Dreyfus: The Next AI Bottleneck is Copper Jun 10, 2026 · 1 mention

Elon’s Anthropic Deal, The Next AI Monopoly?, “FDA for AI” Panic, Trading the AI Boom May 8, 2026 · 1 mention

Adam Carolla on California’s Collapse: Fires, Failed Leadership, and Gyno-Fascism Jan 13, 2026 · 1 mention

  • ▶ 38:04 Adam Carolla And also, when you work in a writer's room, that guy's from Pittsburgh, and that guy's from Chicago, you really know it during football season, because they all come in, and you go, hey, the Rams are on this Sunday.

Live Poker Match!: The Besties Vs. Phil Hellmuth, Alan Keating, and Jason Koon Nov 29, 2025 · 1 mention

AI, Attention, and Ownership: Ari Emanuel Explains the Next Era of Entertainment Nov 5, 2025 · 2 mentions

California Forever: The Startup Building America's Next Great City Oct 21, 2025 · 1 mention

  • ▶ 9:44 Jan Sramek The Gilded Age had the Transcontinental Railroad and the rebuilding of Chicago.

Trump: Send National Guard to SF, China Rare Earths Trade War, AI's PR Crisis Oct 18, 2025 · 1 mention

  • ▶ 14:21 unnamed speaker And I'm seeing videos from Chicago, D.C., where people are like, yo, I feel safe.

Trump Brokers Gaza Peace Deal, National Guard in Chicago, OpenAI/AMD, AI Roundtripping, Gold Rally Oct 10, 2025 · 8 mentions

  • ▶ 14:23 Jason Calacanis Pritzker and Chicago Mayor Brandon Johnson are obviously opposed to ICE actions, and they are calling Trump an authoritarian. 4 times in the scene
  • ▶ 21:11 Chamath Palihapitiya If you see how badly run and how crime infested Chicago is and the state of Illinois is, why wouldn't J.B.
  • ▶ 25:59 Jason Calacanis And then now we're with the Chicago ice raids and the violent nature of them, I believe, is the cause of this.
  • ▶ 37:15 David Sacks But in Chicago and in Portland, you have violent protesters, and that is the source of the problem, and the media can blame it all on Trump as much as they want, but fundamentally that is what's going on.
  • ▶ 40:14 David Sacks Because the things you're talking about are the result of violent Antifa protests in Chicago and Portland, because the local politicians like JB Pritzker have an incentive to blame everything on Trump, and they've been turning a blind eye…

Ro Khanna Calls Out Both Parties: Immigration, Tech & Free Speech Oct 2, 2025 · 1 mention

  • ▶ 44:57 Jason Calacanis Like, why are Democrats in this respect from these specific cities, Los Angeles, New York, Chicago, San Francisco, why are they so dumb?

Rick Caruso on California’s Collapse: Broken Leadership, LA Wildfire Failures & the Fix Oct 1, 2025 · 2 mentions

  • ▶ 8:38 unnamed speaker When you look at Portland, Seattle, Chicago, New York, these cities around this country, we're seeing similar kind of systems of decay and degradation.
  • ▶ 21:32 Rick Caruso Well, my take on it is sending in the National Guard in Washington, D.C. is a very different situation than sending the National Guard into L.A. or Chicago, because Washington, D.C. is a federal territory, so that's different.

Inside the White House Tech Dinner, Weak Jobs Report, Tariffs Court Challenge, Google Wins Antitrust Sep 7, 2025 · 1 mention

  • ▶ 42:59 Jason Calacanis These cases are making their way through the courts, and there has been some resistance to sending in the National Guard, which is something, there's been a bit of saber rattling, Chamath, about maybe going into Chicago next.

AI Psychosis, America's Broken Social Fabric, Trump Takes Over DC Police, Is VC Broken? Aug 15, 2025 · 1 mention

David Friedberg Reacts to Zohran Mamdani’s NYC Mayoral Run Jun 30, 2025 · 1 mention

12 Day War, Socialism Wins in NYC, Stocks All-Time High, AI Copyright, Science Corner Jun 28, 2025 · 4 mentions

  • ▶ 43:38 David Friedberg Sits in San Francisco, sits in Portland, and sits in Chicago.
  • ▶ 56:40 Chamath Palihapitiya And so I don't know if he really believes in this rhetoric or not, but it's worth noting that most of his platform is copied and pasted from London and Chicago. 3 times in the scene

Tucker Carlson: ICE Raids, LA Riots, Strong Economic Data, Politicized Fed, War with Iran? Jun 13, 2025 · 1 mention

The Formula for Building America's Happiest City: Miami Mayor Francis Suarez | All-In Live Jun 3, 2025 · 1 mention

Trump vs Harvard, Nvidia export controls, how DEI killed Hollywood with Tim Dillon Apr 19, 2025 · 1 mention

  • ▶ 22:03 Tim Dillon They run around Chicago trying to kill people that are just trying to have

DOGE updates + Liberation Day Tariff Reactions with Ben Shapiro and Antonio Gracias Apr 4, 2025 · 1 mention

All-In Inauguration Day Livestream with the Besties from Washington, DC! Jan 20, 2025 · 1 mention

  • ▶ 2:26:40 Donald J. Trump From New York to Los Angeles, from Philadelphia to Phoenix, from Chicago to Miami, from Houston to right here in Washington, D.C.,

Mag 7 sell-off, Wiz rejects Google, UBI, Kamala in, China's nuclear buildout, Sacks responds to PG Jul 26, 2024 · 1 mention

In conversation with President Trump Jun 20, 2024 · 1 mention

  • ▶ 5:02 Donald J. Trump Well, they don't understand it, and it's such an interesting question because you look at some of these places like Chicago and New York and, and LA and so many more, you know, I'd hate to even mention the three because there are worse…

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

  • ▶ 42:53 David Sacks Like New York and Chicago have tapped out and said, we can't handle this.
  • ▶ 58:30 David Sacks And again, you have mayors of New York, Chicago, other blue cities saying it's breaking.

Tucker Carlson: State of America, leaving Fox News, Media Control, Politics, and more Dec 1, 2023 · 1 mention

  • ▶ 17:50 Tucker Carlson We only remember the good, but there was a lot of social volatility, like a lot, like the mayor of Chicago got shot in his house.

All-In Summit: "Luxury Beliefs are Status Symbols" with Rob Henderson Oct 2, 2023 · 1 mention

  • ▶ 10:10 Rob Henderson Ah, here in LA, in New York, Chicago, Seattle, and, and many other cities as well, and this has contributed to the violent crime wave that we've seen over the last couple of years.

All-In Summit: Jenny Just on Peak6, the female market correction, poker, and risk Sep 28, 2023 · 1 mention

In conversation with Chris Christie Sep 8, 2023 · 1 mention

  • ▶ 1:05:16 Chris Christie Now, if in the interim between now and January of 25, the discord in places like San Francisco, Los Angeles, Chicago, New York, and others,

In conversation with Vivek Ramaswamy Jul 21, 2023 · 1 mention

E129: Sam Altman plays chess with regulators, AI's "nuclear" potential, big pharma bundling & more May 19, 2023 · 1 mention

In conversation with Robert F. Kennedy Jr. May 5, 2023 · 1 mention

E123: Trump indictment, de-dollarization, should VCs back Chinese AI? RIP Bob Lee Apr 7, 2023 · 5 mentions

  • ▶ 30:22 David Friedberg The city of Chicago has a forty four billion dollar pension hole. 3 times in the scene
  • ▶ 44:41 David Sacks I, I actually think there is a strong connection between what's happening, for example, in Chicago with the out-of-control civil service and the unfunded pensions all the way to the dollar status, but there's also a connection between…
  • ▶ 1:20:48 Chamath Palihapitiya The example in Chicago that David brought up earlier is really interesting because it was essentially a social justice candidate versus a law and order candidate through their democratic ranks, and the social justice candidate won.

E89: GDP growth negative in Q2, $SHOP layoffs, Alzheimer's fraud, Ginkgo acquires Zymergen & more Jul 29, 2022 · 1 mention

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

  • ▶ 31:49 Antonio Gracias The first one was raised from, I live in Chicago, from my friends in Chicago, and I literally said to one of my, uh, partners at the time, if this doesn't work, I have to move. 4 times in the scene

E66: $FB's big drop, Rogan/Spotify mess, Xi/Putin meetup & supply chain issues with Ryan Petersen Feb 5, 2022 · 3 mentions

  • ▶ 28:35 Ryan Petersen So a lot, and you've seen that a lot where the bottleneck just moves for a while last summer, the, for example, the trains that were going into Chicago, they were really having a hard time staffing the railroads out there. 3 times in the scene

E58: November's CPI, preparing for a downturn, macro outlook, Better.com's botched layoffs & more Dec 11, 2021 · 1 mention

E36: New FTC Chair, breaking up big tech, government silent spying, Jon Stewart, wildfires & more Jun 18, 2021 · 1 mention

  • ▶ 1:21:00 David Friedberg Like I rented a house in Chicago and Lake Michigan last year and I went there and it was a great escape for a month to get away from fire season.

E18: Inauguration talk, breaking down the $1.9T stimulus, the case for recalling Gavin Newsom & more Jan 23, 2021 · 1 mention

  • ▶ 46:18 David Friedberg So think about San Francisco or the state of California, um, uh, the city of Chicago, the city of New York.

E3: Modern Cold War, politicizing the pandemic & more with David Sacks & David Friedberg May 21, 2020 · 1 mention

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