This Week in Startups

Jason Calacanis
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93 snips
Aug 29, 2025 • 1h 1min

KPop Demon Hunters breaks records, Grok speeds up, and an AI-powered browser deep dive | E2171

Dive into the buzz around Netflix's K-Pop Demon Hunters, a surprise success that showcases Sony's missteps in the streaming realm. Discover how Grok is leveraging speed to outpace competitors in the AI race. The episode also reflects on the challenges politicians face in podcasting, exemplified by Congressman Ritchie Torres' experience. Plus, a closer look at Nvidia's earnings has everyone talking, while the new AI-powered browser tools revolutionize productivity in unexpected ways.
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80 snips
Aug 28, 2025 • 26min

Market Update and Trends w/ Becki DeGraw | Wilson Sonsini Startup Legal Basics

Becki DeGraw, a Partner at Wilson Sonsini, specializes in advising startups on legal aspects of fundraising. In this engaging discussion, she breaks down why down rounds and structured deals are becoming the norm. Becki explains the 'pay-to-play' mechanism and its significance in securing participation from investors. She dives into the shifting M&A landscape and the strategies VCs are using to protect their investments amid talent shortages. Founders and investors alike will gain vital insights into the evolving startup market.
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134 snips
Aug 27, 2025 • 1h 30min

Google is Nano Banana, Apple AI plans & The Great H1B Visa Debate | E2170

Colin Russ, an operations leadership professional with a strong focus on industrial manufacturing, shares his insights on the complex H-1B visa debate, revealing the struggles of job seekers and the impact on American workers. The discussion touches on the surge of AI-powered note-taking apps and the ethical concerns surrounding AI technology, especially after a tragic incident linked to ChatGPT. Join them as they also speculate on Apple’s potential acquisition of an AI company to stay competitive in the tech landscape.
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105 snips
Aug 26, 2025 • 1h 14min

xAI’s App Store lawsuit, Intel shares vs. grocery stores, and Netskope’s IPO | E2169

Exploring the fine line between skepticism and optimism, the hosts dive into the implications of government investments in companies like Intel. They spar over the upcoming lawsuit against Apple by xAI, debating its potential impact on the app market. Netskope's IPO journey highlights the growing importance of cybersecurity in a remote work world, while the conversation touches on innovative revenue-sharing models for publishers amidst advancements in AI. Ultimately, it's a lively discussion on innovation's future and the challenges it faces.
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139 snips
Aug 22, 2025 • 1h 17min

Do Kwon Guilty, Powell Pivot & OpenAI’s $12B Run Rate | E2168

The fallout from Do Kwon's guilty plea over the Terra/Luna collapse raises questions about crypto's future. Fed Chair Powell hints at a potential rate cut, sparking a lively discussion on market impacts. OpenAI makes headlines with its staggering $1 billion monthly revenue and a $12 billion run rate. Canva makes a notable comeback with a $42 billion valuation. Meanwhile, tensions rise in the autonomous vehicle sector due to protests against robotaxi initiatives. Tune in for insights into the evolving landscapes of AI, crypto, and startups!
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116 snips
Aug 20, 2025 • 59min

Is Chalk.ai the ‘Next Databricks’? + Tollbit’s Bot Paywall for AI Agents | E2167

Marc Freed-Finnegan, Co-founder and CEO of Chalk, discusses tackling data freshness in AI by providing real-time data pipelines that boost inference speed, positioning Chalk as a potential leader in the field. Toshit Panigrahi, CEO of Tollbit, shares insights on their innovative 'bot paywall' designed to change how AI agents access content, signaling a shift in data licensing trends. Listen in as they dive into the wrap-up on the evolving landscape of AI monetization and data accessibility, hinting at what the future holds for this dynamic industry.
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38 snips
Aug 19, 2025 • 31min

Scaling AI Photo Editing to 300M Users with Photoroom’s Matt Rouif | AI Basics with Google Cloud

Matt Rouif, Co-founder & CEO of Photoroom, shares insights from leading an AI photo editing app with over 300 million downloads. He discusses building specialized AI models and their journey from a small startup to generating over $50 million in revenue. The conversation touches on the importance of user feedback in scaling AI technology, ethical considerations in AI advertising, and innovative strategies for personalized ads. Rouif also emphasizes brand safety and the future of digital imagery, offering invaluable lessons for founders and operators.
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100 snips
Aug 18, 2025 • 38min

Decart makes AI faster, Lume teaches lamps to fold laundry | E2166

Dean Leitersdorf, CEO and Founder of Decart, discusses optimizing GPU performance to significantly boost AI capabilities. He reveals how efficient AI speed creates new opportunities and envisions chatbots as the future interface. Later, Aaron Tan, founder of Syncere AI, shares insights on Lume, a viral robotic lamp that folds laundry, and explains why he believes robotics need not be humanoid. Together, they explore transformative AI and robotics, highlighting innovative designs that enhance everyday living.
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115 snips
Aug 15, 2025 • 57min

Meta’s “Sensual” AI Doc LEAKS, Opendoor’s dreams became memes +  OpenAI plans $1T data center spend | E2165

In this lively discussion, internal controversies at Meta about AI interactions with children spark outrage, especially regarding romantic conversations. The pressure of AI job displacement looms large, especially in New York, raising concerns about the future job market. OpenDoor's unexpected rise as a meme stock is dissected, showcasing the volatility of tech investments. The hosts express skepticism over the promised $1 trillion OpenAI data center investment, questioning its reality amidst the current economic landscape.
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162 snips
Aug 14, 2025 • 1h 21min

The End of the ZIRP Era, and why recruiting is SO PAINFUL | E2164

Dave McClure, known for founding 500 Startups, joins venture capitalists Tomasz Tunguz and Grady Buchanan for a lively discussion on the evolving venture landscape. They delve into the challenges of recruiting amid shifting market dynamics, highlighting the impact of long private funding durations on startups. The trio also debates the implications of recent regulatory changes on mergers and acquisitions, and how AI is reshaping investment strategies. Don't miss their insights on adapting to the new era of startup efficiency!

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