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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

01:13:31

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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00:59:04

Just how frothy is the AI Bubble anyway? | E2195

This Week in Startups ·

2025/10/21

Today’s show: *Is the AI bubble going to POP? And if so, how much of our economy is it going to take down with it?On a new TWiST, Jason, Alex, and Lon debate the size and scale of the AI bubble, whether poppage is imminent, and just who we can blame for the last few economic crises. (HINT: Not the tech industry!)PLUS why Jason STILL thinks the current AI cycle will be the biggest in tech history, how this morning’s AWS mega-failure might impact the company’s earnings, the spread of AI fakes in the

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01:18:28

Deel’s growth overshadows SpyGate, Claude learned new...

This Week in Startups ·

2025/10/18

Deel’s growth overshadows SpyGate, Claude learned new skills, and the great “momentum is moat” debate | EXXXToday’s show:*Deel’s growing fast enough that investors are overlooking the espionage allegations and jumping on board anyway. (LAUNCH now owns a lil taste of Deel, so Jason is on board!)PLUS is the Mag 7 about to become the Mag 70… Why legendary investor Roelof Botha thinks VC is not an asset class… How startups can use capital as a weapon… AND Anthropic gave Claude more skills, which they

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01:29:32

Legendary VC Steve Jurvetson looks ahead at neutral...

This Week in Startups ·

2025/10/16

Today’s show:*On a very special TWiST, Jason’s joined by “one of the greatest investors in in the history of VC,” Steve Jurvetson of Future Ventures.Together, they look back at some of Steve’s earliest investments and learnings, the promise and ultimate failure of nanotech, breaking down the AI hype cycle, the primacy of neural networks, the return of nuclear power, why “AI safety” might be illusory, and much more.It’s a packed show full of deep insights from one of the greatest minds in technology

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01:16:06

What Ramp’s data tells us about AI, unemployment and...

This Week in Startups ·

2025/10/13

Today’s show:*Eric Glyman of Ramp joins us to share the fintech unicorn’s growth secrets AND their Lab full of research data.On TWiST, Jason and Alex chat with Eric about Ramp’s counter-intuitive mission — helping startups spend LESS money — PLUS they take a deep dive into the company’s treasure trove of startup trend data. Why is there a huge spike in unemployed recent college trends? Is “static team size” as a big a story as Jason and Alex think? What does it actually take to get companies to

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01:08:40

Figure’s 03 Chore-bot, Jake Paul Sora takeover,...

This Week in Startups ·

2025/10/10

Figure’s 03 Chore-bot, Jake Paul Sora takeover, ChatGPT app integrations, and more | E2191Today’s show:Figure’s butler-bot could be cleaning up after you soon than you think!On a Friday TWiST, Jason and Lon are checking out the Figure 03 demo reel, checking out the humanoid robot that could soon be hanging out in your house, doing your chores.Lon’s a bit skeptical that full-sized Westworld drones will soon be on everyone’s home but the technology is obviously moving forward at a rapid clip and

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01:11:14

Battery Power for Texans with Zach Dell, plus Tim...

This Week in Startups ·

2025/10/09

Today’s show:*Zach Dell of Base Power joins us at the top of today’s show to talk about building batteries in Austin, that $1 billion investment, and why an “all of the above” energy strategy is the only way forward.PLUS Jason and Alex’s thoughts on that Tesla non-upside down car announcement, growing resentments toward AI datacenters, Chinese robots actually going on sale, Tim Cook’s potential Apple exit, xAI’s Nvidia agreement and MUCH MORE.Timestamps:(00:02:10) A MAJOR GUEST! Zach Dell of Base

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1,196 results

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