In January 2020, Jeff Santoro deposited $50 into a Robinhood account and started buying penny stocks. He had no idea what he was doing. Two months later, the pandemic hit — and he suddenly had a lot of time to figure it out. Santoro spent 12 years teaching music and has spent the past 13 as a school administrator. His path there runs through a false sense of security about his pension, a wife who quietly knew more about money than he did, and a data obsession that started in high school when he was tracking every dollar he spent on Quicken. Chris Hill talks with Jeff about: - How having a pension made him dangerously complacent about saving and investing for decades - Catching both Charlie Munger's last Berkshire Hathaway meeting and Warren Buffett's last as CEO (neither time intentionally) - The one financial rule he's given his kids that he wishes someone had given him at their age - Why being “penny wise and pound foolish” is the category of spending he regrets most What's the last thing you splurged on? Tell us at info@moneyunpluggedpod.com. Want to instantly improve your cooking? Go to dizzypigbbq.com and use the promo code “MONEY” to get 10% off your 1st order. Opening clip – “The Big Short”