Raised in Milwaukee, Wisconsin, Feldman graduated from the University of Wisconsin–Madison with a degree in English in 1970.

Soon after, he worked as a cab driver before coming back to broadcasting, first at Wisconsin Public Radio (WPR) in Madison, then at WGN (AM).

His show was canceled by WGN in 1984[2] and he returned to WPR in 1985 to produce and host Michael Feldman's Whad'Ya Know?, in conjunction with Wisconsin Public Radio for Public Radio International.

Feldman is the author of several books: Wisconsin Curiosities: Quirky Characters, Roadside Oddities & Other Offbeat Stuff; Something I Said?

[3] Feldman is married, has two daughters, and lives in the Madison area, where the show is usually staged.