
Meet Bob Coakley
Bob Coakley is a Milwaukee-based stand-up comedian who started comedy in his 50s—proving it’s never too late to make questionable career decisions.
His comedy draws on 23 years of marriage, raising kids, getting older, trying to lose weight, and the realization that he’s somehow become the oldest guy in the room.
Bob recently finished in the Top 6 of the 2026 Milwaukee Comedy Challenge and has performed throughout the Midwest, including appearances at the Mountain Fresh Comedy Festival in Colorado and the World Series of Comedy Main Event in Las Vegas.