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Timestamps are as accurate as they can be but may be slightly off. We encourage you to listen to the full context.
This Week in Startups episode features Jason Calacanis and Alex Wilhelm discussing the latest cohort of companies accepted into their Launch Accelerator program, along with market updates and energy policy debates. The duo provides rapid-fire analysis of their 11 newest investments, spanning AI-powered solutions, women's health, customer experience automation, and various B2B tools. (02:18) They also dive deep into Calacanis's viral exchange with Energy Secretary Chris Wright about renewable energy versus fossil fuels from the All In Summit, examining the political and economic factors shaping America's energy future.
Jason Calacanis is a serial entrepreneur, angel investor, and podcast host who runs three investment programs: Founder University (pre-accelerator), Launch Accelerator (35th cohort investing $125K in startups), and The Syndicate (syndicating deals to over 10,000 angel investors). He hosts This Week in Startups three days a week and appears on the All In podcast on Thursdays.
Alex Wilhelm co-hosts This Week in Startups and runs Cautious Optimism newsletter. He brings financial analysis expertise and startup market insights to the show, helping evaluate investment opportunities and market trends alongside Calacanis.
Calacanis emphasizes that some of the biggest successes started as niche products that seemed too narrow. (27:00) He points to how Lincoln Town cars for VCs seemed niche but became Uber, and Airbnb's couch-surfing concept appeared limited but transformed travel. The strategy is to find exceptional product builders who can create a "beachhead market" and then expand that wedge into larger opportunities. This approach requires patience and belief in the team's ability to iterate beyond their initial narrow focus.
Despite political rhetoric, market forces are driving renewable adoption because solar has become economically superior to fossil fuels. (00:31) Calacanis notes that people are installing solar without subsidies simply because it's cheaper than alternatives. This economic reality, combined with data showing solar costs have dropped 99.8% since 1975, suggests that political posturing around "clean coal" may be misaligned with actual market dynamics and technological progress.
When evaluating investments, Calacanis prioritizes teams that demonstrate exceptional product velocity and ability to delight customers. (50:00) This principle guided their selection process for Robinhood as an investment, where Vlad's product genius and customer responsiveness created continuous innovation. Companies that can rapidly iterate, listen to users, and ship improvements consistently tend to outperform those with slower development cycles, regardless of their initial market position.
Major tech companies achieved breakthrough AI results after implementing stricter in-person work policies and cultural changes. (46:00) Google's transformation from being "behind" in AI to leading with Gemini coincided with Sergei returning to the office and the company adopting more startup-like urgency. Meta, Microsoft, and Amazon all made similar cultural shifts, moving away from "entitled" remote work cultures toward high-performance, in-person collaboration that delivers superior results.
Engaging with prediction markets forces more rigorous thinking by putting money behind opinions. (56:00) Calacanis describes how betting on outcomes makes him pay closer attention to details and think more carefully about probabilities. This "thinking in bets" approach, borrowed from Annie Duke's framework, can improve decision-making across all areas of life by requiring people to quantify their convictions rather than making vague predictions.