A little context: Growing up, no one ever talked about managing their money. No one had any money to manage. Everyone in my circle lived paycheck-to-paycheck. Any talk about money management was for rich folk, and that wasn't us. So basically, I never learned any of this stuff. Next, my career hit its stride right after the Enron scandal, and then the early-2000s dot-com meltdown. So I just saw investment/retirement accounts, and the stock market in general, as a big con to steal my money. (If you don't know about the Enron scandal, and you wanna be depressed, read up.) Anyway, I was full of FUD, and I was just gonna keep stuffing money in my mattress.
Then, a random conversation with a trusted colleague led to him spending an entire afternoon explaining it all to me. He explained that his various investments were extremely low-risk, and he was still making thousands every year, and that my mattress-stuffing strategy was leaving a lot of easy money on the table. It was the way he explained it all, and the fact that I trusted/respected him that changed everything for me. I'll always owe him.
