High school reunion is a weekly podcast where we call our old high school classmates to see what they’re up to these days, as well as reminisce on the glory days.
Our first guest, Tom Flannery, is one of Chicago’s top four most eligible bachelors. We were excited to have him on and he shared some classic memories, from Kyle Cooper stealing a boat to him stealing Danny Murphy’s prom date, sorry Murph. Click play below to listen to the podcast and find out who his favorite high school girlfriend was, his biggest regret, and the best party he ever attended. Plus so much more, enjoy.