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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

01:27:26

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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01:14:44

Uber, Lucid & Nuro team up on robotaxis by 2026 | E2173

This Week in Startups ·

2025/09/03

Today’s show:Jason and Alex are joined by Nuro’s Dave Ferguson to unpack the Lucid–Uber–Nuro deal aiming to launch fully driverless Gravity SUVs on Uber by 2026. They dig into why off-the-shelf sensors and Nvidia’s Thor chip drive costs down, how mapping 150 cities improves safety, and why lidar still matters for night and edge cases. Plus: lessons from Cruise’s collapse, how regulators think about safety multiples, and why autonomy could finally make rides cheaper than owning a

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01:11:05

Jason’s Tesla Optimus prediction, Anthropic’s latest...

This Week in Startups ·

2025/09/03

Today’s show:Find out why it’s important to “get curious,” and more deep founder insights on a new TWiST.Jason and Alex are back with a look at Robot vs. Human violence spilling out into the streets, Elon Musk’s vision for humanoid robots, and a reconsideration of Apple’s open-source AI models. Is the hardware giant not getting enough credit for its smaller-scale innovations?Plus Grok has another hit model, AND a chat with Scale Social founder Runbin Dong about the importance of knowing your

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01:00:50

KPop Demon Hunters breaks records, Grok speeds up,...

This Week in Startups ·

2025/08/29

Today’s show:*“KPop Demon Hunters” is one of the year’s biggest smashes… AFTER Sony sold it off to Netflix for cheap! Hear about what went wrong with one of the year’s worst deals…PLUS Grok is counting on SPEED to help it outpace rivals… How Rep. Ritchie Torres (D-NY) ran into trouble on the podcast circuit… Nvidia’s big earnings report, and why everyone is watching that company in particular SO closely… PLUS a new Polymarket predicting the future of OpenAI!Timestamps:(0:00) How Sony missed out on

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00:26:07

Market Update and Trends w/ Becki DeGraw | Wilson...

This Week in Startups ·

2025/08/28

Today’s show:Wilson Sonsini Partner Becki DeGraw returns to Startup Legal Basics with Jason to break down what’s happening in today’s startup market. From excess dry powder on the VC side to companies struggling to “grow into” their valuations, Becki shares what founders need to know about deal terms, pay-to-play provisions, and the shift from the 2021 heyday to today’s more structured environment.Why down rounds and structured deals are becoming more commonHow “pay-to-play” works (and why it’s

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01:29:40

Google is Nano Banana, Apple AI plans & The Great H1B...

This Week in Startups ·

2025/08/27

Today’s show:On a brand-new TWiST, Jason and Alex are asking why there are SO MANY note-taking AI apps?Plus another death has been linked to ChatGPT… is it too easy to get past chatbot guardrails? Why Donald Trump Jr. is joining Polymarket…. How the US Navy could catch up with its international rivals… AND should Apple just buy a big AI company to help them catch up?All that PLUS a visit from Colin Russ, whose viral H1B Visa thread might just inspire Jason to reach out to his good friend, Vice

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01:14:28

xAI’s App Store lawsuit, Intel shares vs. grocery...

This Week in Startups ·

2025/08/26

Today’s show:On an upbeat and optimistic new TWiST, Jason and Alex are debating why any new innovation or technology gets hit with a wave of bitter cynicism.PLUS Jason defends the government taking shares of Intel, explains the importance of interoperability, and predicts how AirBnB’s Joe Gebbia will upgrade the US government’s website design.All that PLUS thoughts on the Netskope IPO, Perplexity offering publishers actual revenue share, a deep dive on the new AI-based PAC, thoughts on open-source

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1,170 results

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