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Jason discusses his dream mega-purchases like private aviation and expensive Corvettes, while sharing insights on startup investing, AI's future in SaaS, and taking founder questions during a holiday episode of This Week in Startups.
A deep dive into trust structuring reveals how billionaires can preserve family wealth, enable their children's opportunities, and minimize taxes by carefully selecting an independent trustee who understands family dynamics and provides long-term strategic guidance.
Brent Beshore discusses Permanent Equity's unique $350M investment approach, focusing on long-term, debt-free ownership with 30-year fund horizons, prioritizing business legacy, cultural continuity, and meaningful relationships over traditional private equity's short-term, high-leverage strategies.
In this episode, Alexander Russ from Evercore discusses the psychology of LP decision-making, emphasizing how great GPs differentiate themselves through narrative, early momentum, and credibility when raising capital in the competitive private markets of 2025.
Anne Applebaum discusses the complex geopolitical landscape of the Ukraine-Russia conflict, exploring how business interests are overtaking diplomacy, the potential consequences of a flawed peace plan, and the shifting dynamics of European power and American credibility.
Jason Calacanis interviews Jonathan Swanson, founder of Athena, about delegating effectively, using AI-enhanced assistants, and how Athena helps founders and executives reclaim their time by matching them with highly trained remote assistants.
Dean Graziosi shares how technology and AI have dramatically lowered barriers to entry for entrepreneurs, making it easier than ever to turn personal experiences, skills, and passions into profitable online businesses during this golden age of opportunity.
When Meta launched AI-generated videos called Vibes, it was mocked, but the release of OpenAI's Sora 2 has generated significant excitement and demand among tech enthusiasts.