Ever wish you had a second chance with your money? Billy B. hoped he'd get one. After being convicted and sent to prison after the death of his friend, Billy went through some serious soul searching, and the end result of that is on display on today's show. Not taking any opportunity for granted, working hard to find solid financial (and life) footing, and the value of surrounding yourself with good friends and mentors are just three of many themes we'll talk about in this fantastic discussion with Billy (who now also blogs at WealthWellDone.com).

In our headlines segment, a new software program means that some of your advisors may be expendable....or maybe not. We'll discuss the hot topic of humans versus AI on today's show. Plus, Warren Buffet just wrote his annual letter to investors. What are some of the takeaways? One publication listed their favorites and we'll review and discuss them. As always, Mr. Buffet doesn't fail to use the English language as a weapon while talking about investing, value, and evaluating risk. We'll of course have more from the world of financial planning, throw out the Haven Life line to lucky listener Luke, who wonders about investing to beat inflation without taking too much risk. For a five year goal, what investment works best? Are stocks too risky? Should he use junk bonds? We'll shine a light on that topic (and maybe one we can't talk about here), as well. We also answer a letter from Jon, who asks about asset allocation. What is a great way to manage your money and diversify correctly? You'll have to listen to find out!

Of course, we'll still score with some of Doug's delightful trivia, and more.

Thanks to Legal Zoom for supporting Stacking Benjamins. Get your SPECIAL saving by going to LegalZoom.com and entering SB at checkout. LegalZoom, where life meets legal.

Why compromise with investments when you can use an intuitive, easy-to-use, robust platform? M1Finance combines the power of automated investing platforms with the flexibility of do-it-yourself but more expensive brokers. ...and now, it's FREE! Be Invested. Check out M1Finance .

Learn more about your ad choices. Visit podcastchoices.com/adchoices

See Privacy Policy at https://art19.com/privacy and California Privacy Notice at https://art19.com/privacy#do-not-sell-my-info.