

This Week in Startups
Jason Calacanis
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.
Episodes
Mentioned books

Mar 26, 2021 • 18min
Emergency Pod! Microsoft in talks to buy Discord for $10B+; breaking down their thesis, Discord’s business & more | E1190
Microsoft is in talks to acquire Discord for over $10 billion, igniting discussions on the strategic implications of the deal. The podcast delves into Discord's evolution as a key communication platform, particularly in gaming. Experts analyze how this acquisition could reshape the tech landscape and enhance Microsoft's gaming strategy. Comparing this potential buy to other successful acquisitions, the conversation highlights challenges and opportunities in managing vibrant online communities while projecting future impacts on user engagement.

Mar 25, 2021 • 51min
Ask an Angel with Zach Coelius: Starting your angel career, building marketplaces & more | E1189
Zach Coelius, a savvy angel investor specializing in marketplaces and early-stage ventures, breaks down the essentials of launching profitable marketplaces. He shares strategies for angel investing on platforms like AngelList, emphasizing personal relationships and nurturing investor engagement. Zach also touches on the risks of venture capital, the significance of demonstrating traction, and the evolving landscape of equity crowdfunding. Amidst it all, he injects humor and creative insights, making the journey of investing and entrepreneurship both informative and entertaining.

Mar 24, 2021 • 1h 9min
Joanne Wilson on spotting a bubble, NYC’s post-pandemic reset, portfolio management in an unsustainable market & more | Angel S5 E10
Joanne Wilson, an angel investor and founder of Gotham Gal Ventures, shares her insights on navigating the complex landscape of early-stage investments in NYC. She discusses the impact of post-pandemic changes on real estate and the restaurant industry, advocating for systemic improvements. Joanne also reflects on market bubbles, urging caution in startup valuations. The conversation highlights the rising influence of women in venture capital and the importance of supportive networks for underrepresented founders in an evolving market.

Mar 24, 2021 • 1h 22min
Sahil Lavingia on Gumroad’s groundbreaking equity crowdfunding raise, lessons from a decade-long startup journey, insights on rolling funds & more | E1188
Sahil Lavingia, the Founder of Gumroad, discusses his groundbreaking equity crowdfunding raise, which raised $5 million in just 12 hours. He shares insights into the challenges founders face when navigating the creator economy and raising venture capital. The conversation includes the emotional complexities of fundraising and the significance of resilience in entrepreneurship. Lavingia critiques the NFT space's spending and explores how equity crowdfunding democratizes investment for creators, highlighting the evolving relationship between art and ownership.

Mar 19, 2021 • 1h 39min
Cade Metz on his controversial Slate Star Codex article, new book “Genius Makers,” dangers of algorithmic moderation, a16z vs. legacy media & more | E1187
Cade Metz, a New York Times technology reporter and author of "Genius Makers," discusses the challenges of journalism in the age of AI. He critiques the growing influence of algorithmic moderation and the shift from optimistic to critical narratives in tech coverage. Metz surfaces the ethical implications of anonymity in journalism and the responsibilities of reporters amid polarized public opinions. He also explores the evolving conflict between tech giants and traditional media, shedding light on the intricacies of navigating truth in today’s digital discourse.

Mar 19, 2021 • 31min
Ask an Angel with Zach Coelius: changing VC landscape, pitch deck punch-ups, Tesla’s future & more | E1186
Zach Coelius, an angel investor renowned for his keen eye on emerging startups, dives into the changing landscape of venture capital, emphasizing new strategies like syndicates and crowdfunding. He explores challenges faced by mid-tier funds while shedding light on Tesla's aspirations beyond electric vehicles. The conversation touches on the significance of customer validation for startup success and comparisons between European and Silicon Valley ecosystems. Plus, there's a whimsical exchange about creating an exclusive private card club for unique investment experiences.

Mar 18, 2021 • 32min
Stock option grants deep dive with Becki DeGraw | Wilson Sonsini Startup Legal Basics
Join Becki DeGraw, a savvy attorney at Wilson Sonsini focused on startup legalities, as she unpacks the intricate world of stock options. Delve into the pros and cons of equity compensation and how it can attract talent even with lower salaries. Learn the nuances between preferred and common shares, and discover the impact of 409A valuations on stock prices. Becki also clarifies the differences between ISOs and NSOs, while emphasizing the critical need for precision in startup operations. Don't miss these essential lessons for navigating the startup landscape!

Mar 18, 2021 • 1h 17min
Paul Judge on helping lead SoftBank’s $100M Opportunity Fund, future of fundraising, importance of “building your Olympic Team” & more | Angel S5 E9
Join Paul Judge, a managing partner at Panoramic Ventures and a member of SoftBank's Opportunity Fund, as he shares insights on empowering diverse startup founders. He discusses the evolution of fundraising and the increasing importance of building strong teams to attract investors. Paul emphasizes the significance of creating networks for underrepresented entrepreneurs and highlights unique advantages that diversity brings to tech. The conversation also touches on the influence of celebrities in the investment realm and the importance of systemic change for equity.

Mar 16, 2021 • 1h 24min
Kevin Rose on his product philosophy, Reddit & Digg’s inverse journeys, Twitter’s recent innovations & more | E1185
Kevin Rose, a trailblazing entrepreneur and investor celebrated for his work with Digg and True Ventures, shares fascinating insights into the tech landscape. He discusses the contrasting journeys of Reddit and Digg, emphasizing community values and product identity. The conversation highlights his innovative product development philosophy, the importance of minimal viable products, and community feedback in shaping features. Rose also dives into the evolving dynamics of social media, including Twitter's adaptations, and shares personal reflections on vulnerability, craftsmanship, and the digital ownership revolution.

Mar 14, 2021 • 1h 33min
Tobi Lütke on Shopify’s impact on the creator economy, COVID forcing focus, early Internet breakthroughs, evolving as a remote manager & much more | E1184
Tobi Lütke, the founder and CEO of Shopify, shares his journey in empowering entrepreneurs in the creator economy. He discusses how COVID-19 reshaped business practices and remote management. The conversation dives into the early internet breakthroughs that laid the groundwork for e-commerce. Tobi also reflects on innovative management strategies and the importance of fostering strong connections in a digital workspace. He emphasizes the value of dedicated audiences for creators and how subscription models are redefining artistic independence in today's market.