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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

00:01:38

We’re Hiring! Join the This Week in Startups Team

This Week in Startups ·

2025/10/08

Everything’s going great here at This Week in Startups — and we’re expanding! As we launch a brand new podcast next year, we’re looking to bring on two new creative roles:Video Editor — Full-time or part-time, remote or in-person (Austin). If you love startups and tech and you’re skilled at editing, this is your shot. Send your portfolio to editor@launch.co.Short-Form Video Editor (CapCut) — Help us create top-tier TikToks, Reels, and YouTube Shorts from our podcast content. If you’re great with

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01:16:26

OpenAI’s latest “bizarre” mega-deal, datacenters in...

This Week in Startups ·

2025/10/07

Today’s show:*How many weirdly circular mega-deals is OpenAI going to sign this year?On a new TWiST, Jason and Alex consider OpenAI’s latest agreement with AMD, how the biggest American companies keep trading cash and chips back and forth, and whether or not the entire AI economy might be a house of cards.PLUS what kind of fan/leafblower tech is Tesla working on… what can Jevons Paradox tell us about the AI landscape… how easy is it to master games in the YC Arena… and WHY has NASA never built a

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01:03:07

Sora app review, Perplexity’s Comet is FREE, and...

This Week in Startups ·

2025/10/04

Today’s show:Is Sora not just a copyright-killer but a TikTok-killer? Hear our review!The “This Week in Startups” team has been playing around inside OpenAI’s viral app, which just hit #1 in the iOS Store. See all of Lon’s creations, explore the land beyond the Uncanny Valley, and find out why the hottest new social app could stand to be a bit more social.PLUS Brave surpasses 100M MAUs… why Jason would sell ALL his OpenAI shares right away, Apple pulls the ICEBlock app from the App Store, AND how

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00:55:03

Sora 2, Tilly Norwood, and the New Slop Era | E2187

This Week in Startups ·

2025/10/02

Today’s show:Sora 2 will generate a video of whatever you like and respects no IP (unless they opt out)On a brand new TWiST, Jason and Alex check out Sora 2, the latest text-to-video app from TWiST 500 mainstays OpenAI, and look at some of the video videos that have already emerged from the TikTok-style scrolling video app. (TikSlop?)THEN we’re considering the case of “AI actress” Tilly Norwood, and whether her big debut is a legit shift in the world of entertainment or just a marketing

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01:05:02

Breaking the Sound Barrier with Blake Scholl from...

This Week in Startups ·

2025/09/30

Today’s show:How do you get investors excited about jets when they’re hyper-focused on new AI tools?In a fresh TWiST 500 interview, Alex sits down with Blake Scholl of Boom Supersonic to talk about the Overture, the world’s fastest plane that recently broke the sound barrier over the Mojave Desert. (That’s a first for a private company, rather than a military or government.)Hear about the secrets to avoiding a noisy and disruptive sonic boom, using satellites to set the most efficient routes,

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01:00:17

Why New Yorkers hate AI Friends, Producer Claude gets...

This Week in Startups ·

2025/09/29

Today’s show:Friend’s new AI pendant just wants to be your new pal. So why do New Yorkers hate them?On a brand-new TWiST, Jason and Alex consider the Friend AI pendant, which listens to everything you say all day and then sends you snarky texts about it.WIRED says it’s unhelpful and will make your friends hate you. New Yorkers are so sick of their aggressive subway ads, they’re tagging them with graffiti. But what do Jason and Alex think of the wearable companion?PLUS the value of bringing your last

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01:27:26

Is there an AI coding bubble? Plus Meta’s new SlopTok...

This Week in Startups ·

2025/09/27

Today’s show:Factory, a Sequoia-backed producer of AI agents for programming, raised $50 million at a $300 million valuation. So Jason and Alex are wondering… how much capital is TOO MUCH?We’re going deep on a question that often perplexes founders: How would weigh a HUGE potential market against STIFF pre-existing competition.PLUS that Neon app that records your calls deleted itself, why AI ISN’T taking away all the radiology jobs yet, how inherent biases impact everyone’s view of the economy,

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01:21:51

The rise of “workslop,” Alibaba’s insane new deepfake...

This Week in Startups ·

2025/09/25

Today’s show:What is “workslop”? And is it already slowing you down at the office?On a new This Week in Startups, we’ve got full co-host quorum with JCal, Alex, AND Lon tackling a meaty docket of news at the cross-section of tech, startups, and pop culture.For starters: A new Harvard/Stanford study suggests that AI isn’t massively improving workplace efficiency because SOME workers aren’t using it properly. Are low-quality, lazily-assembled AI outputs costing US enterprises millions in lost

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01:14:44

Jason’s H-1B pitch, the latest on the TikTok deal,...

This Week in Startups ·

2025/09/23

Today’s show:New proposal on H-1B visas… and it’s pretty similar to Jason’s pitch from last month!On a new TWiST, Jason and Lon wonder if the White House is watching the pod and borrowing some of our best ideas! Specifically, the new $100K H-1B visa proposal sounds a lot like Jason’s suggestion from August… with a few significant tweaks.PLUS we’re looking at the latest news about the US TikTok entity, why Jason’s not concerned about the new algorithm, the explosion of major data centers in

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01:14:56

Meta’s “creepy” new Ray Bans, Beehiiv teams with...

This Week in Startups ·

2025/09/19

Today’s show:On an action-packed TWiST, Alex and Jason check out Meta’s latest wearables, which promise to fix the “constantly staring down at your phone” problem and prevent you from blocking that little light letting others know you’re filming them. Think the upgrade is worth $799 of your hard-earned money?PLUS, Lovable CEO Anton Osika stops by to answer YOUR questions, talk about how people are using the iconic vibecoding app, balancing accessibility and user engagement with the need to actually

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00:18:23

Who Owns the Output? AI Copyright & IP Explained w/...

This Week in Startups ·

2025/09/18

Today’s show:Jason sits down with Wilson Sonsini partner Chris Paniewski for part two of our Startup Legal Basics series on AI law — this time tackling the question every founder is asking: who owns the output of AI systems?Chris has advised on some of the biggest AI deals in history, and in this episode he helps break down how intellectual property law is colliding with generative AI.Jason and Chris cover:What kinds of IP rights might apply to AI-generated output (copyrights, patents, trade

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01:12:25

Tesla and Uber team up! Plus Weave Robotics’ Isaac...

This Week in Startups ·

2025/09/17

Today’s show:Hear why Eric Jackson thinks Opendoor is the new Carvana, and how he’s planning to bring Drake on board as an investor (plus Jason’s Bestie Chamath).On a brand-new TWiST, Jason and Alex are chatting with Jackson of EMJ Capital about his hunt for elusive 100 baggers (stocks that return 100-to-1).PLUS we’re chatting with Weave Robotics’ Kaan Doğrusöz about designing practical domestic robots RIGHT NOW, rather than prototypes for 2030. Hear about how they got Isaac to fold laundry like a

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01:09:58

Why Medium is HIDING from AI | E2179

This Week in Startups ·

2025/09/16

Today’s show:On a special edition of TWiST, Alex presents a trio of TWiST 500 interviews.First up, Medium CEO Tony Stubblebine on the company’s new Really Simple Licensing (or RSL) initiative, and how it’s helping to compensate writers for their content.THEN, Human Native CEO Dr. James Smith joins for an even deeper dive on AI licensing, why a writer’s content isn’t just DATA to them, and why the company is pivoting away from its old marketplace model.FINALLY, Jason Marks of TELO Trucks stops by to

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01:00:22

Robinhood Venture Fund, Polymarket adds earnings, and...

This Week in Startups ·

2025/09/15

Today’s show:There are new LAUNCH Accelerator and Founder U cohorts this week, and Jason’s running down some of his favorite new startups.PLUS Alphabet is the latest member of the $3T club, why Eric Schmidt was SO RIGHT about remote work, Robinhood is opening up private companies to more investors, Polymarket adds earnings reports, how Jason wagered on The Emmys this year, and MORE!Timestamps:(0:00) It’s kickoff day for LAUNCH Accelerator 35 AND Founder University!(02:32) Let’s talk about some new

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01:28:31

All-In Summit Highlights, Schools Could Block Social...

This Week in Startups ·

2025/09/13

Today’s show:On Friday’s TWiST, Jason, Alex, and Lon look back at some highlights from this week’s big All-In Summit in Los Angeles, including a fiery, no holds barred presentation from Palantir CEO Alex Karp, Elon Musk delving into the key challenges facing Optimus, and Tucker Carlson debating Mark Cuban on Ukraine. PLUS… why schools may start blocking social media apps, the FTC’s new investigation into social chatbots, AND omnidirectional Zoox robotaxis are headed to Las Vegas.Timestamps:Welcome

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00:18:06

AI Copyright & Training Data w/ Chris Paniewski |...

This Week in Startups ·

2025/09/11

Jason sits down with Wilson Sonsini partner Chris Paniewski for a special Startup Legal Basics on one of the thorniest questions in tech right now: how copyright law applies to AI training data.Chris has worked on some of the biggest AI deals ever — including Scale AI’s $14B+ partnership with Meta and OpenAI’s $6.5B acquisition of Jony Ive’s design studio — and brings practical, on-the-ground insights from advising leading AI companies.In this episode, Jason and Chris cover:Why AI copyright law is

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00:57:12

Republic opens private markets as Positron takes on...

This Week in Startups ·

2025/09/10

Today’s show:In this founder-focused episode of This Week in Startups, we sit down with Republic’s Kendrick Nguyen to learn more about the company’s efforts to make the private markets accessible to the common investor. Best known for its work in equity crowdfunding, the Valor-backed startup now offers access to secondary shares, tokenized assets, and much more. Following, TWiST spoke with Positron CEO Mitesh Agrawal to learn more about his company’s inference-focused AI compute hardware. Related to

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01:17:15

How Founders Are Building the Next Great Startups |...

This Week in Startups ·

2025/09/09

Today’s show:In this TWiST founder triple-shot, Alex digs into the real-world rollout of AI agents: Paid.ai’s Manny Medina explains agent economics and value-based pricing, iTruckr’s Camilo Ramirez shows agents booking loads and coordinating drivers, and Tenax’s Elise Myrans demos computer vision + drones that score a single home’s wildfire/flood risk for smarter underwriting—plus live office-hours on winning enterprise pilots without getting stuck in PoC purgatory.Timestamps:(00:00) Brainstorming

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01:18:35

The Browser Wars heat up! PLUS, Khan on The Bulwark,...

This Week in Startups ·

2025/09/05

Today’s show:Jason heard Lina Khan on The Bulwark and got a little fired up.Plus Google doesn’t have to invest in Chrome… or basically do much of anything… Atlassian picked up not just any browser company but THE Browser Company… Follow-up thoughts on that MIT “companies aren’t using AI” study… AND Jason’s “two stock markets” theory. It’s a can’t-miss Friday TWiST.Timestamps:(00:00) Sony responds to Kpop Demon Hunters success… but Jason’s not buying it!(10:44) Sentry - New users get 3 months free of

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00:23:17

Creative Structures w/ Becki DeGraw | Wilson Sonsini...

This Week in Startups ·

2025/09/04

Today’s show:Wilson Sonsini Partner Becki DeGraw returns to Startup Legal Basics with Jason. This time, they dive into the “have” companies — the breakout startups with multiple term sheets, competitive valuations, and unusual deal terms.From founder voting proxies to mandatory follow-on investment clauses, Becki breaks down the creative “off-menu” structures showing up in today’s financings, and what founders and investors need to watch for.Whether you’re a founder navigating investor FOMO or a VC

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