What will be OpenAI’s IPO price? Place ya bets! | E2202

What will be OpenAI’s IPO price? Place ya bets! | E2202

Author: Jason Calacanis November 1, 2025 Duration: 1:18:34

What will be OpenAI’s IPO price? Place ya bets! | EXXX

*Polymarket’s sharps are already placing bets on when ChatGPT maker OpenAI will go public… and Jason and Alex want in on this action. They’re placing side wagers on how the House that Sam Altman built will be valued once it finally goes public.

PLUS find out why Amazon is Jason’s stock pick for the next five years… Why startups are starting to release their own foundation models, and what this means for major players like OpenAI and Anthropic… AND Producer Oliver stops by with an in-depth look at the music-generating Suno app.

Friday shows don’t get any bigger than this.


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Today’s show:

*Timestamps:

(0:00): Jason doesn't trust Sam Altman... Stay tuned!

(2:24) Jason’s been using Tesla FSD’s “Mad Max” Mode and it’s a SPICY ride!

(8:54) Jason and Alex checked out Higgsfield’s new Face Swap tool… Jason thinks this will revolutionize the movie casting process

(10:39) LinkedIn Ads: Start converting your B2B audience into high quality leads today. Launch your first campaign and get $250 FREE when you spend at least $250. Go to http://linkedin.com/thisweekinstartups to claim your credit.

(14:03) Here’s what Jason thinks: there are acceptable uses of Higgsfield’s tech but some are OVER THE LINE

(17:23) Here’s why Jason says the music industry deals with startups like the Mafia

(19:59) Northwest Registered Agent - Form your entire business identity in just 10 clicks and 10 minutes. Get more privacy, more options, and more done—visit https://www.northwestregisteredagent.com/twist today!

(21:02) Producer Oliver has been playing around with AI music app Suno… here’s a live demo

(22:47) We’re using Suno to make a Dire Straits song about JCal!

(30:11) PaperOS - Whether you’re raising a round, launching a fund, or managing a venture portfolio, PaperOS can unlock simplicity and scale across your empire of capital, contracts, and companies. Claim your $10,000 credit at https://paperos.com/twist

(39:42) IT’S EARNINGS WEEK! What Jason and Alex make of the fresh numbers from Amazon, MSFT, and Alphabet

(40:58) Jason’s checking out his Grokipedia page… could this be the internet’s new go-to resource?

(45:15) Why Amazon is Jason’s pick of THE stock for the next 5 years

(46:42) Three startups made their own AI models! Is the era of paying big co’s for their LLMs coming to an end?

(50:09) Jason’s warning for anyone “dumb enough” to use OpenAI’s API… they are studying you!

(57:16) It’s a new Jason-Alex bet… What will OpenAI’s IPO price be?

(59:35) What happened with Navan’s IPO? Jason and Alex dig into the numbers.

(1:07:37) Why Jason compares some later investors to Wormtongue from “Lord of the Rings”


Every week, Jason Calacanis dives headfirst into the swirling vortex of Silicon Valley and global tech with This Week in Startups. It’s a direct line to the conversations shaping our digital future, moving far beyond surface-level news. You’ll hear Jason’s unfiltered analysis on everything from market shifts and media trends to the underlying mechanics of building a business, all delivered with a blend of enthusiasm and seasoned skepticism. The core of this podcast, however, lies in the guests. Jason sits down with the very people driving change-founders who have scaled impossible heights, operators managing daily chaos, and investors who spot trends before they become obvious. These conversations are less like formal interviews and more like insider debriefs, pulling back the curtain on real strategies, painful failures, and unexpected successes. For anyone curious about how technology is built, funded, and ultimately changes the world, this series offers a front-row seat. It’s the context behind the headlines, providing a deeper understanding of the forces at play in startups and technology. Tune in for a consistently engaging and insightful look at the ecosystem, straight from someone who lives and breathes it.
Author: Language: en-us Episodes: 100

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