
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

4 snips
Nov 4, 2021 • 58min
Building a Great Team: Startup Checklist E5 | E1319
Discover essential strategies for building a successful startup team. Explore the art of strategic hiring and how to attract talent despite competition from tech giants. Uncover creative compensation methods that prioritize equity and meaningful work over salary. Learn the importance of self-management within teams to enhance performance and align values with company goals. Get insights into the role of co-founders and effective communication practices that can transform chaos into structure in the startup ecosystem.

Nov 3, 2021 • 1h 25min
Zillow falls after iBuying collapse, Biden Admin’s stablecoin report + LeadIQ’s Mei Siauw | E1318
Mei Siauw, CEO of LeadIQ, shares her incredible journey of scaling a SaaS company from $500 to over $10 million in revenue. She discusses the challenges of maintaining a distributed team and the importance of building trust and transparency. The conversation also dives into Zillow's staggering losses after their iBuying collapse, as well as the implications of the Biden Administration's stablecoin report. Insights on navigating startup fundraising, enhancing team collaboration, and learning from customer feedback make this discussion a must-listen.

Nov 2, 2021 • 1h 15min
Bytedance bans 996 + Multicoin Capital’s Kyle Samani: The 100x fund | E1317
Kyle Samani, a partner at Multicoin Capital and a key player in crypto investing, shares his insights on evaluating products and why tokens often trump equity. He highlights the evolution of Solana as a blockchain powerhouse, providing advantages over traditional platforms like Bitcoin and Ethereum. The conversation dives into exciting topics such as Decentralized Autonomous Organizations (DAOs) and the innovative Helium project, shedding light on how these developments could reshape the future of investment.

Nov 1, 2021 • 1h 12min
Apple privacy updates cost social media giants $10B + BetterBrand’s Aimee Yang | E1316
Aimee Yang, CEO and founder of BetterBrand, discusses her journey to create low-carb bagels that aim to redefine how we enjoy traditional foods. She shares insights on bringing the Better Bagel to market and the significant investment and consumer education necessary for healthier options. The conversation also touches on the impact of Apple’s privacy policies on social media giants, revealing how they’ve reshaped advertising strategies and affected revenue streams. Aimee’s passion for innovation and healthier lifestyles shines through in this engaging dialogue.

Oct 29, 2021 • 1h 18min
Facebook’s new name + DuckDuckGo CEO Gabriel Weinberg: the privacy search engine | E1315
Gabriel Weinberg, the visionary Founder and CEO of DuckDuckGo, dives into user privacy and the search engine's impressive growth despite Google's dominance. He highlights how DuckDuckGo pairs privacy with innovation, ensuring users' search histories remain untouched. The conversation also unveils the evolving landscape of privacy rights and the role of collaboration among tech firms. Weinberg reflects on his journey over the past decade and shares insights on the future of privacy in an increasingly digital world.

Oct 28, 2021 • 51min
Media employees battling “back to work” orders + Startup Checklist E4: Building a Great Product | E1314
The clash between media companies and their employees over return-to-office policies is highlighted, with Conde Nast at the center of the debate. The conversation also dives into how tech giants have been more flexible. Additionally, a structured checklist for startups emphasizes the importance of building products that address real user pain points and the role of strong design in enhancing user experience. The concept of a 'killer feature' is explored, offering insights into how to engage users and drive sustainable growth.

Oct 27, 2021 • 1h 4min
Sequoia’s new structure, $HOOD and $TWTR earnings + Bolt’s Ryan Breslow: 4-day work week | E1313
Ryan Breslow, CEO and founder of Bolt, shares insights on transitioning to a four-day work week, highlighting its boost to productivity and employee wellness. He discusses the importance of open-sourcing company resources and maintaining team cohesion with remote work challenges. Plus, the conversation touches on innovative startup management techniques and the evolving landscape of venture capital, showcasing Sequoia's new evergreen fund structure and its implications for long-term growth in the tech industry.

Oct 26, 2021 • 1h 18min
Facebook’s Q3 earnings breakdown: revenue, user growth, rumored rebrand + Italic’s Jeremy Cai | E1312
Join Jeremy Cai, CEO and founder of Italic, an innovative e-commerce disruptor, as he shares insights on connecting high-end manufacturers directly to consumers. He delves into the challenges of traditional retail and supply chain complexities while highlighting his journey from startup to a unique business model. The conversation also touches on Facebook’s impressive Q3 earnings, its potential rebrand toward the metaverse, and the struggling youth engagement that could redefine its future.

9 snips
Oct 25, 2021 • 18min
Growth & Retention: Why Subscription is the Holy Grail | Customer Basics with Salesforce’s Tiffani Bova | E1311
Tiffani Bova, Global Growth and Innovation Evangelist at Salesforce, shares her expertise on customer growth and retention. She emphasizes measuring customer health and the dangers of high churn. Tiffani highlights the value of nurturing existing customers over chasing new ones and discusses the importance of customer experience in brand loyalty. Plus, she reveals how saying 'no' can build trust and lead to sustainable growth. With real insights and case studies, her advice is gold for startups navigating subscription models.

Oct 22, 2021 • 1h 47min
Trump SPAC, WeWork SPAC, GitLab IPO w/ Eric Newcomer + Quick Commerce w/Matt Newberg | E1310
Tech journalist Eric Newcomer discusses the intriguing dynamics of the Trump SPAC and WeWork's rollercoaster public listing. He shares insights on GitLab's impressive IPO journey and the critical role of venture capital in their success. Joining him, Matt Newberg explores the rise of quick commerce and how ghost kitchens are reshaping the food delivery landscape. Their conversation dives into the impact of technology on consumer habits and the evolving restaurant industry, shining a light on innovative delivery solutions.