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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

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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01:13:31

Stop ghosting your friends with Nox’s RPLY, plus...

This Week in Startups ·

2025/11/14

👉 Register here to join Founder University Japan’s kickoff: https://luma.com/cm0x90mkToday’s show:Nox’s new app RPLY reminds you to text your friends back, getting you to iMessage inbox zero.On today’s TWiST, we’ve got Molly Cantillon of Nox, telling us how she plans to make lackadaisical texters (like our co-host Alex) more effective, even if it means breaking into Apple’s walled garden. Hear about how RPLY maps your relationships so that it can understand your messages contextually, and help you

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01:13:56

Why We Need Ferries and Tugboats in Space w/ Orbital...

This Week in Startups ·

2025/11/13

👉 Register here to join the kickoff: https://luma.com/cm0x90mkToday’s show:Just getting our stuff into orbit isn’t enough… Orbital Operations wants to help companies take things HIGHER.In today’s TWiST 500 interview, Alex chats with Ben Schleuniger, whose startup Orbital Operations is solving the complexity of space logistics. The advent of reusable rockets has made it easier and cheaper than ever for us to place objects in Low Earth Orbit (or LEO).But what if we want to reach higher orbits? That’s

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01:03:04

Inside Harvey AI’s $8 billion AI lawyer app, PLUS How...

This Week in Startups ·

2025/11/11

Register for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:Find out why AI is perfectly suited to legal tasks… despite being too fast for “billable hours”On today’s TWiST, Alex takes a deep dive into LLM Law with Harvey AI co-founder/president Gabe Pereyra. It turns out, much like software development, doing legal work relies on learning specialized language and sifting through a dense and expansive corpus of information… making it an IDEAL use case for LLMs.Buuuuut AI

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01:05:14

IPO Mania hits the TWiST 500! Three companies are...

This Week in Startups ·

2025/11/10

👉 Register here for Founder University Japan’s Kickoff! https://luma.com/cm0x90mkToday’s show:*Three of our favorite TWiST 500 startups — Ledger, 1Password, AND Mercury — are circling IPOs. Find out why the cybersecurity space remains so hot… AND why Jason says you really need to have multiple banks.PLUS Marc Andreessen called The Pope an AI Doomer on X, then thought better of it. We’re tracking the entire viral controversy…SPEAKING OF viral feuds, allegations are FLYING around about

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01:15:13

It’s a boat, it’s a plane, it’s REGENT’s Seafarer |...

This Week in Startups ·

2025/11/08

Register for Founder University Japan’s Kickoff: https://luma.com/cm0x90mkToday’s show:*The key to avoiding long airport delays? Low-altitude sea planes! Why didn’t you think of that?We’ve got an awesome line-up of TWiST 500 founders giving us an inside glimpse inside their startups on this Friday special edition.FIRST: Billy Thalheimer of REGENT introduces us to their aircraft/boat hybrid The Seaglider, and walk us through how it all works, AND why they’re operating in BOTH the commercial and

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01:23:50

Is investing REALLY the hardest job in tech? A TWIST...

This Week in Startups ·

2025/11/06

Register for Founder University Japan’s kickoff! https://luma.com/cm0x90mkToday’s show:*On TWiST, Jason welcomes an all-star VC panel — Deedy Das of Menlo Partners and Jay Eum of GFT Ventures — for a deep dive into the shocking scale of early-stage AI raises, a transitional moment for investors, the growing importance of the “prosumer” market, ChatGPT’s insane smile curves, and much much more.IN THIS EPISODEWhat the panelists make of Roelof Botha’s exit from Sequoia… and is he really going

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01:17:54

Sending datacenters into orbit | E2203

This Week in Startups ·

2025/11/03

👉 Register here to join the Founder University Japan kickoff! https://luma.com/cm0x90mkToday’s show:*Starcloud has started sending AI chips into orbit. So is this where the datacenters the power AI will one day live? And does wifi work in the vacuum of space? We’re asking the TOUGH questions.PLUS Jason and Alex are doing a deep dive on all this week’s OpenAI news. Will they ever be able to pay back all these GPU purchases? What happens to the wider economy on the off chance they don’t thrive? And

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01:18:34

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

This Week in Startups ·

2025/11/01

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

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01:38:52

Grammarly is now Superhuman! CEO Shishir Mehrotra...

This Week in Startups ·

2025/10/30

Today’s show:*Why rebrand an app with 40 million daily active users?On TWiST, Grammarly CEO Shishir Mehrotra swings by to explain why he’s renaming his company after the mail app he just purchased, Superhuman.Plus he’s giving us a first look at the startup’s new AI assistant, Superhuman Go, digging into their new agent-centered strategy, looking ahead at the potential for AI job displacement, and more.Jason and Alex also talk about our new nuclear deal with Westinghouse and Japan, OpenAI’s

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01:18:59

iPhone Air is “inspiring,” and a first step toward...

This Week in Startups ·

2025/10/29

Today’s show:Jason’s been skeptical on Apple lately, but he’s BLOWN AWAY by his new iPhone Air.Hear why JCal thinks Cupertino’s latest release is “completely inspiring,” and why he’s sure it’s the next step on the road to Apple Glasses.We’re chatting with LAUNCH founder Zach Handshoe of spacial video startup SpatialGen about designing products for Cupertino AND the intense pressure of performing a Steve Jobs-level keynote.PLUS Raiza Martin of Huxe stops by to tell us why they’re using audio to make

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01:21:45

Jason Unpacks Sequoia’s New Funds | E2199

This Week in Startups ·

2025/10/28

Today’s show:Australia has accused Microsoft of employing a dark pattern… Hear why Jason says these kinds of sneaky tactics aren’t usually worth it.It’s a brand-new Monday TWiST and it’s PACKED with news. In addition to Australia’s allegations against MSFT, we’re looking at Chinese drone fails and wondering how live experiences will change in the age of AI.PLUS has Tesla finally “solved” FSD after years of promises? Does it matter that so much of Mercor’s revenue goes back out to contractors? Do

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01:01:16

If you’re not working 9-9-6, are you working hard...

This Week in Startups ·

2025/10/25

Today’s show:*Working from 9 am to 9 pm, 6 days a week, might seem like TOO INTENSE a commitment for some, but Jason argues that elite performance — and the mega-compensation that goes along with it — sometimes requires personal sacrifice. While 72-hour weeks might lead to burnout for some, it really comes down to individual choice.PLUS Jason and Alex deep dive the NBA gambling scandal and the sketchy reality behind high-stakes home games of poker. PLUS Presh Kumar takes us behind the scenes, to see

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01:23:34

Amazon’s “Age of Efficiency,” LLM distribution, AI...

This Week in Startups ·

2025/10/22

Today’s show:*Amazon’s dropping a LOT of employees for AI and robots… are Jason’s darkest predictions coming true?Legendary investor Elad Gil joins Jason and Alex for the full show today! Together, they’re digging into the Amazon news, looking back at Jason’s predictions from just last month, and theorizing about just how many people will lose their jobs to computers, and what we’re going to do about it. (Is it possible the US hasn’t been massively hit by job displacement so far because those gigs

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00:57:51

Magic School uses AI to help kids learn, not cheat |...

This Week in Startups ·

2025/10/22

Are AI tools in the classroom just time-savers, or can they have genuine educational value?In a must-watch TWiST 500 interview, Alex chats with Magic School founder (and former principal) Adeel Khan about how AI tools can make teachers more effective, and keep students inspired, without just doing all the work for them. He talks about turning an AI chatbot into a true assistant teacher, that keeps the lessons balanced yet challenging, and particularly empowers classroom novices and

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1,243 results

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