
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

May 27, 2022 • 1h 34min
Bolt layoffs, DroneUp, Lunar Outpost, $4.5B crypto fund, Ape theft + Diagram’s Jordan Singer | E1471
Jordan Singer, founder of Diagram, dives into the evolving realm of AI product design tools within Figma. He shares insights on the impact of automation and innovative design systems, blending creativity with technology. The discussion touches on the importance of user involvement in design processes and the balance between artistic expression and AI capabilities. They also explore the implications of intellectual property in the NFT landscape, using notable thefts to illustrate the complexities of ownership in the digital age.

May 27, 2022 • 51min
The cost of CEOs ignoring mental health with Bonobos Founder Andy Dunn | E1470
Andy Dunn, the founder of Bonobos and author of "Burn Rate," shares his candid journey with bipolar disorder, revealing its profound impact on his entrepreneurial path. He highlights that founders are significantly more likely to face mental health struggles. Dunn discusses the challenges he faced during his Walmart acquisition while managing his condition and emphasizes the need for open conversations about mental health in the startup world. He also offers advice on navigating these issues, advocating for greater support and understanding within the entrepreneurial community.

May 26, 2022 • 1h 28min
Solving our biggest problems, Cerebral’s fast & loose telehealth prescriptions, Jack leaves Twitter Board | E1469
The podcast kicks off with a heart-wrenching discussion on a recent school shooting and gun violence crisis in America. Experts ponder the role of technology in preventing child fatalities and explore innovative safety measures. The spotlight then shifts to the mental health startup Cerebral, facing scrutiny from the DOJ over its prescription practices. In breaking news, Jack Dorsey steps down from Twitter's board, prompting reflections on corporate leadership dynamics in the tech world. It's a captivating blend of urgent societal issues and industry insights.

May 24, 2022 • 1h 28min
Snap drops 40%, Layoffs at Gorillas & Klarna, Adam Neumann's new startup, Coinbase using Principles | E1468
Snap's shares plummet by 40% after grim earnings forecasts, raising alarm bells in the tech world. Layoffs at Gorillas and Klarna signal tough times for instant-delivery and buy now, pay later sectors. Meanwhile, Adam and Rebekah Neumann launch a blockchain-based carbon credits startup called Flowcarbon, aiming to innovate in sustainability. Coinbase experiments with a new feedback system inspired by Ray Dalio, igniting discussions on workplace culture and performance ratings. Tune in for insights on navigating economic turbulence!

May 23, 2022 • 57min
All-In Summit recap, Argo debuts AV test cars in Miami/ATX, $AMZN to sublease 10M+ square feet | E1467
Molly and Jason share exciting highlights from the All-In Summit, featuring lively debates and personal anecdotes on technology's evolving landscape. They discuss Argo AI's launch of autonomous test cars in Miami and Austin, marking a significant step in driverless technology. The conversation then shifts to Amazon's decision to sublease over 10 million square feet of warehouse space, exploring its potential economic implications. The dynamic mix of networking and open dialogue underscores the importance of connection in the tech community.

May 22, 2022 • 40min
Proof of Impact CEO Fleur Heyns on meaningful metrics for measuring environmental impact (This Week in Climate Startups) | E1466
Fleur Heyns, Founder and CEO of Proof of Impact, discusses her journey from investment banking to championing ESG metrics. She highlights the challenges of measuring environmental impact and the transformative role of innovative data solutions. Fleur explains how blockchain can verify these metrics and the significance of transparent data for attracting responsible investors. The conversation also touches on the evolving regulatory landscape and its potential effects on sustainability practices in business.

May 21, 2022 • 2h
Privateer Space CEO Alex Fielding: cleaning up space junk with Steve Wozniak + Behind the scenes of working for Jason | E1465
Alex Fielding, CEO and Co-founder of Privateer Space, shares insights on tackling the pressing issue of space junk. He discusses the daunting challenges of mapping debris in orbit and the innovative solutions his company is exploring. Fielding highlights the potential risks of collisions, comparing space debris to high-speed bullets, and emphasizes the need for collaborative efforts within the space industry. He also reflects on his journey, including his work alongside tech visionary Steve Wozniak, shedding light on the future of space sustainability.

May 19, 2022 • 54min
Fixing a broken system - Mahmee CEO Melissa Hanna on patient-centric maternal care | E1464
Melissa Hanna, CEO and Co-founder of Mahmee, shares her journey in revolutionizing maternal healthcare. She discusses how the pandemic highlighted the urgent need for better support systems and the bittersweet challenges of bringing her vision to life. With a focus on health equity, she reveals how Mahmee secured $9.2 million in funding to enhance patient care. The conversation dives into innovations like virtual nursing support and the importance of unified health records while addressing systemic inequities faced by women in healthcare.

May 18, 2022 • 42min
Accelerating leadership - Chief Co-Founder & CEO Carolyn Childers on raising $100M Series B, building a women's executive network and more | E1463
Carolyn Childers, CEO and co-founder of Chief, shares insights on her mission to empower women in leadership roles. The conversation delves into building a thriving women’s executive network that emphasizes genuine connections and support. Carolyn discusses the impressive $100 million Series B funding and how Chief plans to enhance member experiences with technology and community spaces. She also addresses the unique challenges women face in the corporate world and how word-of-mouth marketing has driven their growth.

May 17, 2022 • 44min
Bitcoin payments on the Lightning Network with Strike's Jack Mallers | E1462
Jack Mallers, CEO of Strike, is on a mission to revolutionize Bitcoin payments using the Lightning Network. He discusses the history and evolution of payment networks, emphasizing why traditional giants like Visa and Mastercard struggle to compete. Mallers explains the benefits of Strike’s API for businesses and how it can unlock Bitcoin's true potential. He also tackles misconceptions about Bitcoin transactions, highlighting their efficiency and the technology's capability to enable instant payments, paving the way for a more inclusive financial landscape.