David von Rosen, Founder of Lottoland on Majority Stake Investing, Loving Risk, Dubai’s Energy, and the Steve Jobs Turtleneck Story

James sits down with Dr. David von Rosen, the serial founder behind Lottoland and 25 Degrees, and the Principal of the VONROSEN family office, through which he invests globally and pan-sector in fast-growth pre-IPO startups.David does not pretend to have one neat playbook. He prefers volatility, backs ideas that feel genuinely new, and invests like an operator, often taking a significant stake so he can get involved properly.We talk about:Why David prefers fewer bets with bigger ownershipHow he thinks about hiring generalists and spotting motivation over credentialsWhat most people misunderstand about risk, and how his relationship with risk has changed with ageWhy Dubai feels like a magnet for talent, capital, and momentumThe origin story of Lottoland, and the clever regulatory workaround that made it possibleHis future unicorn pick: Tytan TechnologiesDinner party guests, featuring Alex Honnold and RihannaPlus, a brilliant story from David’s past: how his fashion brand ended up on Steve Jobs during an Apple WWDC keynote, and what happened next.If you like founder psychology, unconventional investing, and real operator stories, you’ll enjoy this one.