In this fun and unpredictable hour, Sherwin goes head-to-head with a caller in a live on-air test of Milwaukee cultural nostalgia! From legendary local spots to iconic events and unforgettable moments in the city’s history, will Sherwin prove himself a true Milwaukee aficionado, or will he stumble on the classics? Tune in for laughs, memories, and maybe even a few surprises as we take a trip down Milwaukee’s memory lane.