
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

Sep 18, 2022 • 59min
How to deal with failing startups + Team Wildfire CEO Steve Wolf on "Hurricane-as-a-Service" | E1563
Join Steve Wolf, CEO of Team Wildfire and former Hollywood stuntman, as he champions groundbreaking wildfire suppression technology using jet engine-powered devices. He dives into innovative concepts like "Hurricane-as-a-Service," exploring the ecological impact of wildfires and emphasizing the importance of forest management. The conversation also touches on the complexities of startup failures, discussing investor dynamics and the emotional toll on entrepreneurs, making for a riveting blend of environmental activism and startup insight.

7 snips
Sep 17, 2022 • 46min
Paid newsletter pricing disruption, Instagram Reels underperforming + OK Boomer | E1562
Josh Kaplan, CEO and co-founder of Smooth Media, shares insights on disrupting the newsletter industry with new platforms like beehiiv. He highlights how these platforms offer better pricing and monetization options for creators, setting them apart from giants like Substack. The discussion also covers Instagram Reels' struggles to compete with TikTok, despite Meta's investments. Kaplan emphasizes the need for media adaptability and diversification, providing a fresh perspective on the evolving landscape of content creation.

Sep 16, 2022 • 1h 6min
Adobe acquires Figma for $20B, Patagonia founder donates profits + Streaming consolidation | E1561
Lon Harris, a streaming industry expert, joins to discuss the evolving landscape of streaming services and the immediate impact of consolidation. He highlights consumer burnout from numerous subscriptions and the rising prices for content. The conversation also touches on exciting new projects like the 'Blade Runner 2099' series on Amazon and a Spotify series coming to Netflix. Additionally, Harris examines how these changes reflect broader trends in the market and what they mean for both consumers and content creators.

Sep 15, 2022 • 1h 44min
Crypto news: Do Kwon arrest warrant, ETH merge, Orange DAO + The Blueprint Part 10 | E1560
Dive into the final part of a wealth creation blueprint, featuring seven key strategies for financial success. A South Korean court sparks discussion on Do Kwon's arrest warrant and its implications for the crypto world. The podcast also tackles the Ethereum merge and its benefits for energy efficiency. Explore the intriguing potential of the Orange DAO and its impact on Web3 startups. Plus, a light-hearted take on the dynamics of work-life balance and investing adds a touch of relatable humor to the mix!

Sep 14, 2022 • 1h 24min
Bob Iger joins VC firm as venture partner, Twitter whistleblower hearing, KKR tokenizes fund | E1559
Bob Iger's surprising new role at Thrive Capital raises eyebrows about reputation and venture dynamics. Whistleblower Peiter Zatko's congressional testimony spotlights alarming security failures at Twitter, challenging trust in major tech firms. KKR's innovative move to tokenize its healthcare fund opens doors for easier investment. The show wraps up with discussions on the controversial Launch House allegations, exploring the impact of personal experiences on professional environments.

Sep 13, 2022 • 1h 1min
Bolt cancels $1.5B Wyre deal, $ROKU adds TikTok-style feature, Deere's self-driving tractors | E1558
This week, the hosts dive into the fallout of Bolt's canceled $1.5 billion acquisition of Wyre, examining its broader implications for the crypto landscape. Roku is adding a TikTok-style feature, sparking discussions on the evolution of entertainment. They also explore futuristic farming with Deere's self-driving tractors and share a hilarious vision of a moon-themed hotel in Dubai, highlighting the quirky side of space tourism. Plus, tips on navigating social media's complexities and the importance of mental health in the startup world.

Sep 11, 2022 • 51min
How VCs view founders with a side hustle + Bringing ESG to VC with Joe Blair | E1557
In this engaging discussion, Joe Blair, Co-founder and GP at Bay Bridge Ventures, shares insights from his ESG-focused venture capital firm. He delves into how VCs perceive founders juggling side hustles and offers tips on making those hustles beneficial for their startups. Blair emphasizes the importance of sustainability metrics in investment strategies and describes the evolution of climate tech investments. His journey from engineering to venture capital highlights the challenges and opportunities in the clean tech sector.

Sep 10, 2022 • 56min
Muck Rack raises $180M, Elly Health Co-Founder Cecilia Anderson + OK Boomer | E1556
Cecilia Anderson, Co-founder and Chief Content Officer of Elly Health, shares insights about her startup aimed at offering empathetic digital support for chronic illness patients. She discusses innovative features designed to enhance mental well-being and improve patient care. Ben Huffman, Co-founder and CEO of Contra, elaborates on his commission-free platform for freelancers, emphasizing the benefits of retaining earnings and the shift toward flexible work in the gig economy. Their conversations reveal the evolving landscape of health tech and freelance work.

Sep 9, 2022 • 1h 10min
Kim Kardashian's new PE firm & impact on VC + how Amazon can turn a profit on Rings of Power | E1555
Lon Harris, a streaming media expert, joins to discuss the rise of celebrity influence in private equity, specifically around Kim Kardashian's new venture, SKKY Partners. The conversation dives into how her brand can redefine investment strategies in consumer markets. They also tackle the drama surrounding Amazon's 'Rings of Power', unpacking its financial challenges and the complexities of fandom reactions. The impact of social media toxicity on public discourse is also highlighted, as they humorously reflect on the current climate.

Sep 8, 2022 • 1h 33min
Instagram to shut down Shopping, reacting to Apple's event & more + The Blueprint Part 9 | E1554
The hosts dig into Trump’s classified documents and share entertaining poker stories from a tech conference. You'll hear about Instagram's surprising decision to scrap its shopping feature and how it might reshape user habits. They react to Apple's latest event, highlighting the lack of innovation in new products. Plus, a discussion on Starlink's role in improving internet access for rural schools adds a thoughtful twist. As always, humor blends with insightful takeaways throughout!