
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 27, 2021 • 47min
Ask an Angel with Zach Coelius: early-stage valuations, product roadmaps, startup killers, Twitter gets its groove back & more | E1179
Zach Coelius, an early-stage investor known for his blunt insights on startups, dives into the challenges service businesses face when pivoting to product models. He discusses the significance of understanding customer needs for accurate startup valuations and emphasizes the impact of media buzz on early-stage companies. Zach also touches on essential traits for successful founders, the role of freelance talent in scaling operations, and how Kickstarter can validate product ideas, blending real-world lessons with valuable strategies for aspiring entrepreneurs.

Feb 25, 2021 • 1h 10min
Reid Hoffman on the Joby Aviation SPAC, lessons from early Airbnb & Facebook bets, passing on Stripe & SpaceX, investment thesis & more | Angel S5 E6
Reid Hoffman, co-founder of LinkedIn and venture capitalist at Greylock Partners, shares insights from his extensive experience in the tech world. He discusses Joby Aviation's groundbreaking eVTOL technology and its potential to revolutionize urban transport. Hoffman reflects on pivotal investment moments, like his missed opportunities with Stripe and SpaceX, and emphasizes the ethical responsibilities of business leaders. He also delves into the importance of hiring the right talent and navigating the competitive investment landscape, highlighting resilience in entrepreneurship.

Feb 25, 2021 • 50min
Emergency Pod! Deconstructing the grift: Clubhouse coaching scams with Coffeezilla | E1178
Coffeezilla, a YouTube personality known for exposing online scams, dives into the murky waters of coaching fraud. He discusses how predatory schemes on platforms like Clubhouse manipulate vulnerable individuals, highlighting deceptive credibility tactics and psychological manipulation. The conversation critiques self-proclaimed gurus who exploit their alleged ties to reputable institutions. They also shed light on the severe financial and emotional impacts on victims, calling for greater skepticism in the face of flashy promises from unqualified coaches.

Feb 23, 2021 • 1h 7min
“Crisis” Director Nick Jarecki on the opioid problem in America, post-COVID film distribution & more | E1177
Nick Jarecki, director of the thought-provoking film 'Crisis,' dives into America’s opioid epidemic, sharing personal anecdotes that inspired his work. He discusses how the crisis intensifies during the COVID pandemic and critiques the pharmaceutical industry’s role. Jarecki also explores the evolution of film distribution, emphasizing the impact of VOD in today's landscape. Delving into stigma and the need for accountability, he advocates for better policies and destigmatization of addiction, making a compelling case for change in both cinema and society.

Feb 20, 2021 • 23min
Ask Jason! All-In origins, avoiding common investor mistakes, defining “lifestyle” business vs. venture scale & more! | E1176
Founders dive into the dynamics of marketplaces for used goods. They discuss the rising trend of SPACs and the need for investor education. The origin story of a successful podcast highlights the chemistry among hosts and the balance between quality and ratings. The difference between lifestyle and venture scale businesses is explored, emphasizing the benefits of ownership and profitability. Finally, strategies for guiding growth from lifestyle to scalable ventures reveal essential insights about revenue and customer values.

Feb 19, 2021 • 1h 28min
News! Bitcoin hits $50K, monetizing Clubhouse, drafting the Mount Rushmore of Tech CEOs & more with Acquired FM | E1175
Ben Gilbert, co-founder of Pioneer Square Labs and co-host of Acquired FM, joins David Rosenthal, an independent angel investor and also co-host of Acquired FM. They delve into Bitcoin's recent surge to $50K, exploring its implications for investments and whether it's a bubble. The duo discusses monetization strategies for Clubhouse, debating its valuation and potential revenue streams. They also engage in a fun 'Mount Rushmore' draft of tech CEOs, passionately arguing about figures like Jeff Bezos and Elon Musk's legacies.

Feb 18, 2021 • 1h 3min
Mark Cuban on the resurgence of retail investors, NBA’s potential entry into wagering & digital assets, DeFi & much more | Angel S5 E5
Mark Cuban, the dynamic businessman and owner of the Dallas Mavericks, shares his insights on the changing landscape for retail investors, catalyzed by platforms like Robinhood. He discusses the evolution of the NBA, highlighting analytics, player conditioning, and the potential for wagering. Cuban touches on the resurgence of interest in digital assets and the transformative world of DeFi. He emphasizes the challenges startups face in adopting AI and the importance of quality data, all while reflecting on the future of tech and financial communities.

Feb 17, 2021 • 60min
Andrew Wilkinson on bringing the Buffett approach to startups, WeCommerce, Slack & more | E1174
Andrew Wilkinson, founder of MetaLab and Tiny, shares his unique insights drawn from his experience with startups like Slack and Uber Eats. He discusses how Warren Buffett's investment methodologies can be applied to modern startups. The conversation covers the transition from freelance design to startup consulting, the advantages of strategic acquisitions, and the dynamics of financing within the Shopify ecosystem. Wilkinson also addresses the challenges of revamping struggling businesses while maintaining company culture and explores the future of media acquisitions and digital content.

Feb 12, 2021 • 1h 9min
Box CEO Aaron Levie on the developing cloud storage market, Twitter jokes, Clubhouse vices & more | E1173
Aaron Levie, CEO of Box and a witty marketer, dives into the evolving cloud storage market and his unique blend of humor in tech marketing. He shares insights on the complexities of going public and the risks of SPACs. Levie reflects on digital legacies and the future of cloud storage, emphasizing the need for strategic pivots to meet enterprise demands. The conversation also touches on the changing workplace dynamics in a post-pandemic world, highlighting flexibility as key to talent retention.

Feb 12, 2021 • 29min
Budgets, models & what investors are looking for with Scott Orn | Kruze Consulting Startup Finance Basics
Scott Orn, a consultant at Kruze Consulting, specializes in startup finance and accounting. He shares insights on the essential role of budgeting in business success and uses aviation analogies to explain cash flow management. Scott emphasizes creating a clear financial model to attract investors and discusses the importance of understanding customer acquisition costs. He also provides strategies for effectively communicating with venture capitalists and highlights the need for timely hiring to align with growth opportunities.