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Tim Almost Strokes Out Hearing That Big Tech STILL Likes Trump (Jason Calacanis) | Bulwark Podcast

2026-06-09 News & Politics
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Description

Trump's approval rating may be near record lows, but tech tycoons and powerhouse CEOs are still all-in with bending the knee to Trump and bearing him gifts. If he turned America into an oligarchy, they'd be OK with that too. Anything to gut regulations and keep their taxes low—even if regular Americans might soon be looking for a pitchfork. Jason tries to explain the view from the tech world to the rest of us. Plus, AI job displacement, Elon's IPO grift, and a counterfactual had Kamala been president. Jason Calacanis joins Tim Miller. Go to trustandwill.com/BULWARK and get 20% off Go to aven.com to discover your offer and stop overpaying for capital Show Notes: Jason's "All-In" podcast: https://www.youtube.com/@allin Jason's company, Launch: https://launch.co/ Chapters: 00:00:00 Opening Notes and Knicks Talk 00:03:38 Jason Calacanis Returns 00:06:55 The AI Boom and Job Disruption 00:15:57 Ad Break - Trust & Will 00:19:48 Data Centers and the AI Buildout 00:24:46 Ad Break - Even 00:26:25 Starlink, SpaceX, and Elon’s Future 00:32:27 X, Echo Chambers, and Online Culture 00:41:15 Trump One Year Later 00:48:03 Why CEOs Still Back Trump 00:56:44 AI, Inequality, and the Future of Capitalism 01:03:20 Is Trumpism Sustainable? 01:11:18 Valuing Judgment in Elite Circles Become a Bulwark Youtube Plus Member here - https://www.youtube.com/channel/UCG4Hp1KbGw4e02N7FpPXDgQ/join

Top Comments (10)

@losthighway4840 2026-06-09

I love how tariffs of 15% are easily absorbed, but a single digit corporate tax rate increase (thats going to be reduced to zero anyways) is armageddon.

384 10 replies
@andreaartist3289 2026-06-09

When you listen to these people, you start understanding why the chatbots impress them so much.

370 10 replies
@DrewCarrillo 2026-06-09

That guy's a creep

295 4 replies
@Astrokurtis 2026-06-09

There's no way Harris would have started a war in Iran. That's ridiculous to even suggest.

275 15 replies
@lorrainethomas8797 2026-06-10

"Kara Swisher hates me." Hmmm. That sums up my sentiments.

221 7 replies
@Joe-hd2pk 2026-06-09

Sociopathmaxing

174 1 replies
@NatureofAngel 2026-06-09

I’m not saying this guy is wrong but he makes me very sympathetic to violent outcomes, and that scares me. If I’m thinking that and I never think that way, what the heck are other people thinking. This is so unacceptable. We’ve gone past the let them eat cake moment. Business leaders have got to get it together.

163 5 replies
@CapDenAmerica 2026-06-09

I'm halfway through and just realized that I've been listening with "Resting Disgusted Face"

143 5 replies
@haonyoass9556 2026-06-09

So let me get this straight — these business guys support Trump bc he’s a coin operated money printing corruption machine. And they do not like Biden bc he will not “return their calls” and give them what they want in exchange for donations. Just basically that he wasn’t pay to play corrupt. And the lesson this guy thinks Dems should learn from this is to placate to and please these business guys more. Dude. How can someone say this and not realize they are the problem. We need to get RID of you. We are absolutely destroyed as a society if a class of people like this are placated to. Nothing has steered me toward socialism more than this talk. I mean my god honestly what other solution is there?

125 4 replies
@Kidlet123 2026-06-10

The pitchforks can’t come fast enough for this guy

121 3 replies

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