I've been working my way through the Wealthsteading Podcasts, by Jon Pugliano.
It wasn't until episode from February 5th 2015 that he spilled the beans that he was a ham. It turns out that he is N7PUG, and his QRZ page links to a blog post that he wrote comparing ham radio and the stock market investing.
He also seems to be a bit of a QRPer, as he uses the FT-817, too.
Incidentally, I also listen to the Radical Personal Finance Podcast by Joshua Sheats. Joshua is also a ham, and is also probably one of the most over-qualified financial experts out there, especially when you consider his age.