Stop making million-dollar decisions alone. Hampton gives you a personal board of eight vetted founders in your city who meet monthly to tackle your hardest problems. Find your group: https://joinhampton.com/Not every smart investment starts with a pitch deck or a business plan. Some of the best returns come from personal bets founders make with their own money. We pulled together five that actually paid off – big. From a $10K angel check that became $1.2M, to flipping a beach house for a $2M profit, and mining Bitcoin before it was cool.Here’s what we talk about:The overlooked angel check that quietly turned into a seven-figure exitFlipping a beachfront property for millions (plus cash flow along the way)Mining Bitcoin in a basement – and finding millions on an old hard driveGeo-arbitrage: the founder who 3x’d his wealth just by moving to ColombiaBuying small businesses instead of starting new onesMobile home parks, domain names, and other unexpected winsCommon patterns behind the biggest personal money winsCool Links:Hampton https://www.joinhampton.com/Lower Street https://www.lowerstreet.co/Sponsors:Join 700+ founders hiring A-players in Latin America at hirewithnear.com/moneywiseAchieve your dream body with dailybodycoach.com/moneywiseChapters:(0:00) The $10K Bet That Became $1.2 Million(4:49) Beach House Windfalls & Real Estate Flexes(8:01) Triple Your Net Worth – Just by Moving?(10:25) Oops, I Mined a Million in Bitcoin(12:48) Crypto: When 3% Becomes 30%(14:48) Why Founders Buy Businesses Instead of Building(16:59) Three Wealth Rules Every Founder Follows(18:15) The Boring Stuff That Actually WorksThis podcast is a ridiculous concept: high-net-worth people reveal their personal finances. Inspired by real conversations happening in the Hampton community.Your Host: Jackie LamportNot really the host, but the producer.Wrote this sentence.