This Week in Startups

Jason Calacanis
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103 snips
Oct 4, 2025 • 1h 3min

Sora app review, Perplexity’s Comet is FREE, and which AI tools reign supreme? | E2188

Lon Harris, a sharp media and technology commentator, guest-hosts to dive deep into the Sora app, exploring its creative features and social limitations. He debates if Sora could be a TikTok rival while revealing its impressive storytelling capabilities. The discussion also highlights Perplexity’s Comet becoming free, Brave's user growth, and innovative founder networking strategies, including how to leverage local venues to attract investors. Prepare for insights into AI tools and the evolving landscape of media!
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47 snips
Oct 2, 2025 • 55min

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

Discover the latest in video technology with Sora 2, a cutting-edge app revolutionizing content creation. Explore the intriguing case of AI actress Tilly Norwood and the debates around her legitimacy in Hollywood. Delve into Wealthfront's potential IPO and its implications for the fintech landscape. Learn why financial literacy is crucial for future generations. Plus, catch insights on Spotify’s transformative influence on music and podcasting as leadership transitions unfold.
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54 snips
Sep 30, 2025 • 1h 5min

Breaking the Sound Barrier with Blake Scholl from Boom Supersonic | E2186

Blake Scholl, Founder and CEO of Boom Supersonic, shares his vision for revolutionizing air travel with the Overture supersonic airliner. He reveals how the recent XB-1 flight broke the sound barrier, a milestone for private aviation. Blake discusses innovations to mitigate sonic booms and improve passenger experience, while debunking myths about hardware startups. Mircea (Confi), on the other hand, pitches an AI tool to enhance event connections and ROI, highlighting the importance of design and user experience in tech solutions.
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51 snips
Sep 29, 2025 • 1h

Why New Yorkers hate AI Friends, Producer Claude gets an update, and the value of human writers in the Age of Slop | E2185

New Yorkers are pushed to their limits by invasive Friend AI pendants, leading to graffiti-covered subway ads. The duo debates privacy issues and the likelihood of consumer adoption of always-on devices. They explore the importance of founders reuniting with their last teams for success and the implications of rising 'slop as a service' on content quality. Plus, they discuss lucrative paths for consumer AI and share insights into the latest tech trends, all while navigating the etiquette of private jets.
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61 snips
Sep 27, 2025 • 1h 27min

Is there an AI coding bubble? Plus Meta’s new SlopTok product, Neon’s divisive app shuts down, and more | E2184

In this episode, Brittany, the founder of Where2Wheel—a marketplace connecting off-roaders with private landowners—shares insights into her startup during a pitch segment. The discussion touches on the AI coding bubble, with Factory raising significant funds amid concerns of overvaluation. They delve into why AI hasn’t replaced radiologists yet, explore the backlash against Meta’s new SlopTok product, and the potential for ChatGPT to introduce ads. Brittany’s pitch sparks a conversation about growth strategies and monetization opportunities.
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60 snips
Sep 25, 2025 • 1h 22min

The rise of “workslop,” Alibaba’s insane new deepfake model, Tether’s MASSIVE valuation, and more | E2183

Curious about "workslop"? A new study shows AI outputs can actually be dragging productivity down. Alibaba's deepfake model is turning heads with its uncanny ability to mimic celebrities, stirring debates on trust online. YouTube's surprising move to reinstate banned creators after pressure hints at shifting content moderation practices. Plus, Tether's ambitious fundraising plans could reshape the stablecoin market. And should startups embrace paid pilot schemes to avoid endless free trials? Tune in for these insights and more!
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73 snips
Sep 23, 2025 • 1h 15min

Jason’s H-1B pitch, the latest on the TikTok deal, and Howie’s first ad | E2182

A new H-1B visa proposal seemingly echoes suggestions from the show's host, sparking speculation about government inspirations. They also dive into TikTok's emerging ownership structure and discuss why Jason isn't worried about algorithm changes. A booming trend in Scandinavian data centers highlights impressive technological advances. The podcast further explores the European Union's potential easing of cookie regulations and the launch of a virtual assistant startup, including its marketing strategies and the future of video production.
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109 snips
Sep 19, 2025 • 1h 15min

Meta’s “creepy” new Ray Bans, Beehiiv teams with Discord, AND a visit from Lovable CEO Anton Osika! | E2181

Anton Osika, Founder and CEO of Lovable, joins the conversation to share insights on democratizing app creation with their innovative vibe-coding platform. He discusses the delicate balance between user engagement and monetization strategies, shedding light on Lovable's rapid prototyping success stories. Anton also highlights why Stockholm is a rising star in Europe’s tech scene, encouraging grassroots involvement in technology. Plus, the hosts delve into Meta's controversial new Ray-Bans, raising eyebrows over privacy concerns. A delightful mix of tech trends and entrepreneurship!
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46 snips
Sep 18, 2025 • 18min

Who Owns the Output? AI Copyright & IP Explained w/ Chris Paniewski | Startup Legal Basics

Chris Paniewski, a Partner at Wilson Sonsini and expert in AI-related intellectual property law, joins the discussion to unravel the complexities of AI output ownership. He explains the critical role of human authorship in copyright and how detailed prompts can impact protectability. From the Star Wars franchise to the 'monkey selfie' case, real-world examples shed light on legal nuances. Founders learn to balance speed and IP protection, layer creativity over AI-generated content, and navigate fair use risks.
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20 snips
Sep 17, 2025 • 1h 12min

Tesla and Uber team up! Plus Weave Robotics’ Isaac and $OPEN bull Eric Jackson | E2180

Kaan Doğrusöz, Founder and CEO of Weave Robotics, dives into the world of practical home robotics with his innovative Isaac laundry-folding robot. He shares insights on design choices and the future of domestic automation. Eric Jackson, a hedge fund manager and activist investor, discusses his bullish investment thesis on Opendoor, comparing it to Carvana, and outlines his strategies for mobilizing retail investors. The conversation also touches on Uber and Tesla's exciting new freight partnership, shaking up the mobility sector.

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