
This Week in Startups
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.
Latest episodes

Feb 23, 2022 • 1h 23min
Coinbase's mutable messaging, Revitalizing Peloton and High-growth companies poised for a comeback | E1391
Coinbase's CEO finds himself in hot water for allegedly not crediting the original idea behind a viral Super Bowl ad. Meanwhile, Peloton's new leader envisions transforming the company into an open platform for fitness creators, shaking up the competitive landscape. The hosts also analyze the current state of tech stocks, highlighting several high-growth companies that have experienced significant downturns, yet forecast potential comebacks for some. Amidst market volatility, discussions spark excitement about innovative solutions and sustainability in the startup ecosystem.

Feb 19, 2022 • 1h 1min
From PM to GP: Roach Capital's Fahd Ananta | Angel S6 E6 + OK Boomer: Dive Chat | E1390
Fahd Ananta, General Partner at Roach Capital, shares his journey from SaaS founder to venture capitalist and discusses his investment strategy focused on resilient 'roach founders.' He highlights the challenges Canadian entrepreneurs face in securing capital and the importance of networking in his career. In a separate chat, John Herrick, Founder and CTO of Dive Chat, introduces his messaging app tailored for Gen Z, emphasizing innovative community engagement and the app's potential to enhance event planning for young users.

Feb 18, 2022 • 1h 17min
Spotify's ad-tech acquisitions to take on YouTube with The Verge's Ashley Carman + Founder University Pitches | E1389
Ashley Carman, a senior reporter at The Verge specializing in podcasting, joins the hosts to discuss Spotify's bold acquisitions of Chartable and Podsights. They explore how these moves position Spotify as a competitor to YouTube, focusing on the evolving ad-tech landscape and the challenges of dynamically inserted ads. The conversation also touches on the future of podcasting, including data privacy issues and the importance of direct connections between podcasters and their audiences, along with rapid-fire pitches from ten innovative startups.

Feb 17, 2022 • 1h 17min
Keith Rabois of Founders Fund + AirBnB's earnings & evolving customer base, SF BOE recall | E1388
Keith Rabois, a world-class investor known for his sharp insights, joins the discussion. They delve into Airbnb's impressive financials and how consumer preferences are shifting toward longer stays. Rabois reveals his timely prediction about the tech market peak, critiques the diminishing price discipline in venture capital, and outlines Facebook's looming challenges. With six future market predictions, the conversation navigates the complexities of today's economic climate, underscoring the need for adaptive strategies in a rapidly evolving landscape.

Feb 16, 2022 • 47min
Do startup employee stock options need an overhaul? Softbank's failed Arm sale + Growth University's Craig Zingerline | E1387
Craig Zingerline, founder of Growth University, shares insights on innovative growth strategies for startups. He dives into the heated debate around revamping employee stock options, sparked by Ryan Breslow's viral tweet, discussing both risks and benefits for employee equity. The conversation also touches on Nvidia's blocked acquisition of Arm and its implications for SoftBank. Zingerline emphasizes the need for mentorship and resources to help startups navigate these complex challenges and improve their chances of success.

Feb 15, 2022 • 49min
Crypto's Super Bowl blitz, Joby's asian air-taxi partnerships, Affirm's earnings & BNPL growing pains | E1386
The discussion kicks off with an analysis of cryptocurrency ads during the Super Bowl, drawing parallels to the dot-com bubble. Then, attention shifts to Joby Aviation's ambitious plans for air taxis in South Korea, showcasing their innovations and agreements. Wrapping it up, there's a candid look at the Buy Now, Pay Later sector, particularly Affirm's struggles, as industry challenges come to the forefront. Packed with insights, the conversation navigates the evolving landscapes of tech advertising and future transportation.

Feb 13, 2022 • 60min
VC Sunday School: first-tier investor behavior + Climate: Dangerous Ventures' Mike Lin | E1385
Joining the conversation is Mike Lin, General Partner at Dangerous Ventures, who has a rich background in climate solutions and has previously worked at Makani Power and Fenix. He shares fascinating insights from his journey in climate tech, including the lessons learned from failed projects like Potenco and One Laptop Per Child. Mike also discusses the potential of muscle-powered energy and why Dangerous Ventures is supporting urgent climate solutions akin to 'Dunkirk.' Plus, he reveals a cheeky story about getting fired from Apple for insubordination!

Feb 11, 2022 • 1h 11min
Rapid Disney+ growth, Predicting preference with Qloo's Alex Elias, OK Boomer: Zehra Naqvi's Z-list | E1384
Alex Elias, CEO of Qloo, discusses how his AI company deciphers taste and cultural correlations through machine learning. He reveals Qloo's API model and its transformative impact on businesses aiming to enhance customer experiences. Later, Zehra Naqvi of Republic dives into her work as an investment associate, detailing her innovative Z-list, which connects startups with investors. The conversation covers generational perspectives on investing, emphasizing inclusivity in the venture capital landscape.

Feb 11, 2022 • 1h 27min
Peloton's new CEO + Cake Ventures' Monique Woodard Angel S6 E5 | E1383
Monique Woodard, Founder and Managing Partner at Cake Ventures, discusses her focus on investing in demographic change, emphasizing women's economics and the aging population. She shares insights on fundraising, comparing the challenges faced by founders to those of fund managers. Woodard explains her strategy behind multiple fund closes and why she caters to institutional LPs despite their longer timelines. The segment also highlights Peloton's new CEO, Barry McCarthy, his leadership style, and the evolving fitness subscription model.

Feb 10, 2022 • 1h 25min
$3.6B crypto hack recovered + Segment co-founder Peter Reinhardt's next bet: Charm Industrial | E1382
Peter Reinhardt, co-founder of Segment and founder of Charm Industrial, dives into the innovative world of carbon capture. He shares how his company transforms agricultural waste into high-carbon fuel and why this method uniquely counters climate change compared to traditional offsets. Peter highlights the potential impact of his work if scaled, including significant CO2 reduction. He also discusses landing major clients like Shopify and Stripe, emphasizing the growing corporate responsibility in combating climate challenges.