Chad and Simon welcome guest Jim Monos to the show. The former Buffalo Bills Director of Player Personnel spent 17 years in NFL front offices, and discusses his pursuit of a dream career in sports betting. He describes how his background in player evaluation does (and does NOT) factor into his handicapping.

Later, the guys welcome on Darren Rovell to talk about NBA Top Shot, currently the hottest digital asset in the world of sports asset speculation. Is this a nascent market you should invest in... or a bubble waiting to burst?