Jason Calacanis covers startups, tech, markets, media, and all the hottest topics in business and technology. He also interviews the world’s greatest founders, operators, investors, and innovators.

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Title Date published
Disney and OpenAI sign landmark deal… and we saw it coming! | E2223 2025-12-13
“The best founders find a way to make it happen”: VC Roundtable with Bryan Kim and David Clark | E2222 2025-12-11
FLASHBACK: The future of remote work, juggling APIs, and dream integrations with Wade Foster of Zapier | E2221 2025-12-10
What’s REALLY going on with those “ads” in ChatGPT | E2220 2025-12-09
Netflix buys WB + why Jason should run Disney | E2219 2025-12-06
Getting past the “Cardinal Sins of Delegating” with Jonathan Swanson of Athena | E2218 2025-12-04
Monumental Makes Construction Bots Play Nice Together | E2217 2025-12-03
Is $MSTR over? Jason takes his victory lap. | E2216 2025-12-02
SO MANY THINGS need to go right just so you can watch a TikTok! | E2215 2025-11-26
Even great startups sometimes need to pivot (feat. Francisco Cornejo of Theo) | E2214 2025-11-24
Jason predicts a “major M&A moment” in the next six months! | E2213 2025-11-22
Why data is the biggest AI bottleneck (feat. Arthur Mensch of Mistral AI) | E2212 2025-11-20
AI Model Showdown: Grok 4.1 vs. Gemini 3 | E2211 2025-11-19
Archer buys an airport, Ramp’s huge raise, RIP KitKat, Bezos returns to the C-Suite, and more | E2210 2025-11-18
Stop ghosting your friends with Nox’s RPLY, plus Alloy Automation and a Shopify flashback | E2209 2025-11-14
Why We Need Ferries and Tugboats in Space w/ Orbital Operations | E2208 2025-11-13
Inside Harvey AI’s $8 billion AI lawyer app, PLUS How OpenRouter unites the LLMs | E2207 2025-11-11
IPO Mania hits the TWiST 500! Three companies are ready to go public | E2206 2025-11-10
It’s a boat, it’s a plane, it’s REGENT’s Seafarer | E2205 2025-11-08
Is investing REALLY the hardest job in tech? A TWIST VC Roundtable (ft. Deedy Das and Jay Eum) | E2204 2025-11-06
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