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PODCAST

This Week in Startups

Jason Calacanis

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.

technology

All Episodes

00:55:48

THE 2025 TWISTY AWARDS! Biggest Trends, Best Guests,...

This Week in Startups ·

2025/12/30

This Week In Startups is made possible by:LinkedIn Ads - http://linkedin.com/thisweekinstartupsSquarespace -https://squarespace.com/twistHubspot - http://clickhubspot.com/twist1Today’s show: We’re saying goodbye to 2025 with our annual TWISTY Awards, looking back on our favorite pod moments from throughout the year.Featured clips include Jason’s message to the members of Reddit’s r/AntiWork community…Why JCal would NEVER work with Sam Altman or OpenAI…The time that Jason got doxxed and then found

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00:45:03

Jason’s ultimate dream mega-purchase + Founder Q’s |...

This Week in Startups ·

2025/12/29

This Week In Startups is made possible by:Northwest Registered Agent- https://www.northwestregisteredagent.com/twistVanta - http://www.vanta.com/twistLemon IO - https://lemon.io/twistToday’s show: Jason’s already a millionaire many times over… but what are the huge, blockbuster, dream purchases that he’s still holding off on? BESIDES the private jet we all know he wants? The Noti Gang has asked, and JCal finally answers, on a holiday TWiST where we’re taking questions from viewers and fans.Check out

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00:59:35

Waymo Madness in SF! Why robotaxis clogged the...

This Week in Startups ·

2025/12/23

This Week In Startups is made possible by:Caldera + Lab - http://calderalab.com/TWISTCrusoe Cloud - https://crusoe.ai/buildUber - http://uber.com/twistToday’s show: Why did a power outage in the Bay Area cause Waymos to pile up on city streets?Jason was actually in San Francisco to take in the spectacle of Waymos blocking traffic. But why did this happen? And can we look forward to a day when automated cars are more graceful and coordinated than ballet dancers performing “Swan Lake”? We’re asking

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01:06:13

Level up your copywriting w/ Sam Parr | E2226

This Week in Startups ·

2025/12/20

This Week In Startups is made possible by:Luma AI - https://lumalabs.ai/twistNorthwest Registered Agent - https://www.northwestregisteredagent.com/twist Lemon IO - https://lemon.io/twistToday’s show: DID YOU KNOW… most of the tried and true techniques devised by marketing gurus in the ‘40s and ‘50s still apply today?On TWiST, we’re joined by online marketing expert Sam Parr, host of “My First Million” and founder of Hampton. He’s sharing all of his top tips and tricks for making your writing more

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01:26:45

INSIDE How AI Startups hire, AI Roundtable with Wade...

This Week in Startups ·

2025/12/18

This Week In Startups is made possible by:LinkedIn Ads- http://linkedin.com/thisweekinstartupsSquarespace - https://squarespace.com/twistEnterpret - http://Enterpret.com/twistToday’s show: How do top tech CEOs hire? AI has thrown out the playbook for getting hired — so what are the most innovative firms looking for? Anyone can learn any skill and automate much of it, what is to be valued in the modern labor market?On our first AI Roundtable episode of TWiST, Jason is joined by three top tech CEOs:

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01:00:42

Is this the end for the Roomba? Why iRobot went...

This Week in Startups ·

2025/12/16

This Week In Startups is made possible by:Vanta - https://www.vanta.com/twistNetSuite - https://www.netsuite.com/twistLemon.io - https://lemon.io/twist*Today’s show: Domestic robots have never been hotter… so why is iRobot in so much trouble?!On TWiST, we’re investigating the recent troubles facing the automated vacuum robot, Roomba. We’ve all seen these little discs sweeping up our friends’ floors… but now the company behind them is running out of cash.What happened to iRobot, and would things have

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00:57:58

Disney and OpenAI sign landmark deal… and we saw it...

This Week in Startups ·

2025/12/13

This Week In Startups is made possible by:LinkedIn Ads - http://linkedin.com/thisweekinstartupsDevStats - https://www.devstats.com/twistCrusoe - https://crusoe.ai/buildToday’s show: FINALLY, you can hang out with Kylo Ren and Olaf the Snowman… thanks to the magic of AI.On TWiST, we’re digging into the mega OpenAI-Disney deal. Mickey is giving Sam Altman a $1 billion investment AND will allow is copyrighted characters to appear in Sora and ChatGPT images.Of course, Jason predicted this would happen

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01:10:25

“The best founders find a way to make it happen”: VC...

This Week in Startups ·

2025/12/11

This Week In Startups is made possible by:Uber - http://uber.com/twistPilot - https://pilot.com/twistNorthwest Registered Agent - https://www.northwestregisteredagent.com/twistToday’s show: Boom is still making supersonic jets but ALSO plans to start selling their turbines as power sources for AI data centers. It’s a perfect example of problem-solving on the go and how “the best founders… MAKE IT HAPPEN.”Join us for another insightful VC roundtable episode, featuring special guests Bryan Kim (a16z)

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01:17:19

FLASHBACK: The future of remote work, juggling APIs,...

This Week in Startups ·

2025/12/10

This Week In Startups is made possible by:Goldbelly - Goldbelly.comEvery.io - http://every.io/Zite - zite.com/twistToday’s show:Today, Zapier’s a multi-billion company helping enterprises integrate AI agents and other time-saving shortcuts into their workflows… but we had the founder on TWiST when they were just getting started!In a 2016 chat, founder Wade Foster walked JCal through their 2012 seed round, running a small entirely remote team with no HQ, the complexities of building a tool that

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01:02:24

What’s REALLY going on with those “ads” in ChatGPT |...

This Week in Startups ·

2025/12/09

This Week In Startups is made possible by:Superhuman - http://superhuman.com/podcastSquarespace - https://squarespace.com/twistEnterpret - https://www.enterpret.com/dlp/this-week-in-startupsToday’s show: A screenshot showing a “Target Ad” in ChatGPT results went viral… over the weekend, but the OpenAI chatbot has NOT actually opened the advertising floodgates just yet.As ChatGPT staffers were quick to explain on social media, this was actually an invitation for a user to integrate their Target

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01:02:29

Netflix buys WB + why Jason should run Disney | E2219

This Week in Startups ·

2025/12/06

This Week In Startups is made possible by:Sentry - http://sentry.io/twistLinkedIn Ads - http://linkedin.com/thisweekinstartupsPipedrive - pipedrive.com/twistToday’s show:Netflix wants to gobble up Warner Bros. Do they just want to own Batman and Harry Potter, or is this secretly about destroying movie theaters?Sure, this is usually a startup show, but news THIS BIG warrants attention! So Lon stops by to tell Jason and Alex about the big Netflix acquisition news, why so many theatrical movie fans are

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00:57:11

Getting past the “Cardinal Sins of Delegating” with...

This Week in Startups ·

2025/12/04

This Week In Startups is made possible by:Northwest Registered Agent - https://www.northwestregisteredagent.com/twistCrusoe - http://crusoe.ai/buildGusto - https://www.gusto.com/twistToday’s show: Delegating is its own unique skill, requiring training and a real investment of time and attention.On TWiST, Jason chats for a full hour with the founder of one of his favorite startups, Athena, which trains online assistants and pairs them with busy founders and executives. (Jason has 2!) But getting the

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01:25:54

Monumental Makes Construction Bots Play Nice Together...

This Week in Startups ·

2025/12/03

This Week In Startups is made possible by:LinkedIn Ads - http://linkedin.com/thisweekinstartupsVanta - https://www.vanta.com/twistPilot - https://pilot.com/twistToday’s show: Did you know there’s actually a shortage of US bricklayers? It’s TRUE! So feel free to marvel at Monumental’s brick-laying robots. They’re not putting anyone out of work, but filling a much-needed gap.Join Alex and Monumental founder/CEO Salar al Khafaji for a deep-dive on how the startup is making construction robots play nice

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00:57:40

Is $MSTR over? Jason takes his victory lap. | E2216

This Week in Startups ·

2025/12/02

This Week In Startups is made possible by:Quo - http://quo.com/TWiSTSquarespace - https://www.Squarespace.com/TWISTMiro - http://miro.com/Today’s show: Michael Saylor’s Strategy play is struggling with the price of Bitcoin on a steep decline… Is his new “dollar reserve” the answer?On TWiST, we’re looking into the state of $MSTR and why Jason remains SO skeptical about this increasingly convoluted financial scheme.Is CNBC giving Michael Saylor a pass? Is that why he won’t go on “All-In”? And do

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01:15:55

SO MANY THINGS need to go right just so you can watch...

This Week in Startups ·

2025/11/26

Register here to join Founder University Japan’s kickoff! 👉🏻 https://luma.com/cm0x90mkToday’s show: On TWiST, Alex is chatting with Neubird CEO Gou Rao about the intricate complexity of IT Ops, and the vast amount of layers and components that have to be delivered very quickly to your phone in order to stream a simple video clip.Neubird has developed Hawkeye, an AI “engineer” that uses “context engineering” to isolate and troubleshoot problems, while still keeping costs down. Loading up a video to

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00:51:48

Even great startups sometimes need to pivot (feat....

This Week in Startups ·

2025/11/24

Register here for Founder University Japan’s Kickoff 👉🏻 https://luma.com/cm0x90mkToday’s show:The team from Familify had released a well-reviewed storytelling app for kids and parents… but it just wasn’t growing!Then they noticed that Bible stories and faith-based content was particularly popular. So they decided released a brand new app, Theo, just for these sorts of lessons and stories. And the new product overtook Storybook in just a few weeks!It’s a vital lesson for founders… Even if you

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00:55:35

Jason predicts a “major M&A moment” in the next six...

This Week in Startups ·

2025/11/22

Register here to join Founder University Japan’s kickoff: https://luma.com/cm0x90mkToday’s show:Google and Meta had their cases dismissed (or received a slap on the wrist)… Despite all the backlash and cynicism, AI companies continue making bank and releasing hot new products… What does it all mean?For Jason Calacanis, the signs are pointing to a “major M&A moment,” with huge opportunities for increased efficiency and consolidation among America’s favorite brands and largest companies?Who will

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01:05:13

Why data is the biggest AI bottleneck (feat. Arthur...

This Week in Startups ·

2025/11/20

Today’s show:The race for more compute gets all the headlines, but Mistral AI CEO Arthur Mensch tells us the REAL danger is running out of data!On TWiST, Jason and Alex are chatting with the head of France’s largest foundation AI company, Mistral AI, about how enterprises can get more out of their AI pilots, whether the West is lacking leadership on open-source, why Mistral AI isn’t pursuing every possible kind of AI application, and optimizing your models for performance rather than benchmarks (aka

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00:46:45

AI Model Showdown: Grok 4.1 vs. Gemini 3 | E2211

This Week in Startups ·

2025/11/19

AI Model Showdown: Grok 4.1 vs. Gemini 3 | E2211Register for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:*Will the arrival of two hotly-anticipated, intensely powerful AI models snap the Doomer cycle?On a new TWiST, Jason and Alex consider the current AI landscape, one where cynicism about insider mega-deals, fear of job displacement, and concerns about bubble bursts seem to rule the day. Will the arrival of two powerful new models — xAI’s Grok 4.1 and Google’s Gemini 3

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01:14:15

Archer buys an airport, Ramp’s huge raise, RIP...

This Week in Startups ·

2025/11/18

*Are we finally reaching Peak eVTOL? Jason and Alex on Joby’s big Abu Dhabi moves and Archer’s purchase of LA’s Hawthorne Airport.On a PACKED Monday TWiST, Jason is BACK from MENA and Tokyo. Hear tales from his whirlwind trips launching new Founder University satellite programs… and find out why construction and fintech are BOOMING across the Middle East.PLUS Ramp raised $300M… here’s why Alex calls the round “pretty baller.” We question why AI companies are growing SO MUCH FOUNDER than their SaaS

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1,217 results

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