
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

Aug 18, 2020 • 1h 23min
E1097: Understanding the travel collapse & how media can thrive going forward with Skift CEO & Founder Rafat Ali
In this engaging conversation, Rafat Ali, CEO and founder of Skift, a leading travel industry news platform, shares insights on navigating the travel collapse during the pandemic. He discusses innovative strategies for travel media, the evolution of Skift amidst significant challenges, and the importance of diversifying revenue streams. Rafat also explores the future of virtual events, the transformation of media employment, and how travel preferences are shifting post-pandemic, all while emphasizing the industry's long road to recovery.

Aug 15, 2020 • 16min
Best of This Week in Startups: August 10th-August 14th, 2020
Dive into the fascinating world of entrepreneurship, where Amazon's marketplace shapes independent ventures and wealth dynamics. Discover how the retail giant has transformed consumer behavior and market pricing. Explore top cities for real estate investment, uncovering gems like Austin and Nashville. Delve into the battle for podcasting's future, weighing the risks of corporate control against the need for creative independence. Embrace the evolving landscape of media as new players like Spotify change content creation and listener engagement.

Aug 14, 2020 • 1h 27min
E1096: Podcasting State of the Union featuring Overcast’s Marco Arment & Oxford Road’s Dan Granger
Marco Arment, the creative mind behind the Overcast app, and Dan Granger, co-founder of Oxford Road, offer insights into the current podcast landscape. They explore the evolution of podcasting, emphasizing creator control via RSS feeds and the challenges posed by exclusive content deals. The duo discusses how advertising strategies are shifting from performance-based to brand-focused approaches. They also delve into the importance of audience engagement and the need for thoughtful brand responsibility in an increasingly polarized environment.

Aug 12, 2020 • 58min
E1095 The Next Unicorns E13: Roofstock CEO Gary Beasley is creating the real estate cloud, opening residential investing to millennials & more
Gary Beasley, CEO of Roofstock, leads a transformative online marketplace for residential real estate investment. He discusses innovative strategies for millennials to invest in homes, exploring the shift in housing demand due to remote work. The conversation covers the impact of low inventory and interest rates on the market and delves into how technology is revolutionizing traditional investment models, offering greater liquidity and faster transactions. Beasley also highlights community involvement as essential for informed, beneficial investment decisions.

Aug 11, 2020 • 1h 9min
E1094: Thrasio Co-CEO Josh Silberstein acquires & operates 60+ Amazon brands, shares insights on mastering the marketplace, competing with AmazonBasics & more
Josh Silberstein, Co-CEO of Thrasio, shares his expertise in acquiring and managing over 60 Amazon brands. He delves into navigating the challenges of brand acquisitions, including valuation and operational difficulties. The conversation highlights Thrasio's competitive strategies against established players like AmazonBasics and the importance of product quality. Silberstein also discusses the vital role of third-party sellers on Amazon and the implications of e-commerce giants like Amazon and Walmart on market dynamics.

Aug 7, 2020 • 1h 49min
E1093: Keith Rabois on China’s grand plan, TikTok, Taiwan, Big Tech & more
Keith Rabois, a prominent investor at Founders Fund, dives into the intricacies of U.S.-China relations, particularly concerning TikTok and privacy issues. He explores the geopolitical tension surrounding Taiwan and Hong Kong, critiquing America's past strategies. Rabois also discusses the need for revitalizing U.S. manufacturing and the ethical dilemmas faced by tech giants like the NBA. The conversation highlights the impact of political dynamics on tech investments and the evolving landscape of digital media and content moderation.

Aug 5, 2020 • 1h 4min
E1092 The Next Unicorns E12: Homebound CEO & Co-Founder Nikki Pechet is solving the home building process by increasing customer experience, helping victims of natural disasters rebuild efficiently
In this discussion, Nikki Pechet, the CEO and co-founder of Homebound, shares her vision for transforming the home building process through technology and exceptional customer service. She dives into her journey from scaling Thumbtack to founding Homebound, sparked by the wildfires in Napa and Sonoma. Nikki discusses innovative solutions for disaster recovery, the complexities of home construction, and the crucial role of transparency in builder-homeowner relationships. Plus, she touches on navigating labor shortages and leveraging digital tools in the evolving housing market.

Aug 4, 2020 • 1h 18min
E1091: LAUNCH Accelerator Cohort 17 founders reflect on their journeys throughout the program: Nude Barre (DTC hosiery made for women of all shades), Techmate (On-demand tech support for remote & satellite employees) & Solo (Trucking-as-a-Service)
Erin Carpenter, founder of Nude Barre, shares her journey in creating inclusive hosiery for diverse skin tones, backed by Serena Williams and the Bumble Fund. Nicole Beals, co-founder of TechMate, discusses how the pandemic pushed her tech support service for remote workers to evolve and thrive. Armando Perez, co-founder of Solo, reveals the innovative ways his platform empowers truck drivers to achieve independence. These founders reflect on their accelerator experiences, fundraising challenges, and the importance of community support in their entrepreneurial journeys.

Aug 1, 2020 • 41min
All-In E6: Big Tech antitrust aftermath, potential effects of an M&A clampdown on Silicon Valley & more
The hosts kick off with humorous banter and intriguing tales of startups, including a mysterious beverage venture. They delve into the latest Big Tech antitrust hearings, discussing political motivations and the impact on competition. Navigating communication platform interoperability becomes a key topic, alongside Facebook's monopolistic maneuvers. They explore how antitrust regulations may reshape tech acquisitions and affect startup growth. The conversation wraps up with the complexities of content regulation in social media, highlighting censorship versus free expression.

Jul 31, 2020 • 1h 16min
E1090: Nikola Founder Trevor Milton on competing with Tesla, hydrogen over battery, going public as a pre-revenue company & more
Trevor Milton, founder of Nikola Corporation, dives into the competitive landscape of zero-emission vehicles. He discusses the transition from private to public company, emphasizing transparency and governance. Milton highlights the potential of hydrogen fuel over traditional diesel in freight trucking, sharing a significant $800 million deal for hydrogen-powered trucks. He explores Nikola’s unique manufacturing strategies compared to Tesla, and looks ahead at the company's upcoming hydrogen and battery vehicle models, underlining the importance of sustainability in the automotive industry.