My Boys

During the first season, several episodes featured the characters using match.com, which was a sponsor of the show and was frequently referenced in the dialogue.

Jeannie Noth, who plays Meredith Franklin (Andy's wife), is actually Jim Gaffigan's real-life wife.

Despite the show being set in Chicago with frequent establishing shots of the city and its landmarks like Wrigley Field and Billy Goat Tavern, almost all principal filming actually took place in Los Angeles.

Only three episodes—"Baseball Myths", "110% Solution", and "Rome, If You Want To"—actually included scenes filmed on location in Chicago, at places such as the Art Institute of Chicago, Northerly Island, the Sears Tower skydeck, and Wrigley Field.

The season 3 finale episode, "Spring Training", was shot on location at the Chicago Cubs' actual spring training facility and a nearby hotel in Mesa, Arizona.

The first season's story arc was oddly split across broadcast dates: after ending on a cliffhanger in December 2006, an episode billed as the start of season two, "The Promise of a New Season", actually aired the following July and was later folded back into Season One for the DVD release, making it a 22-episode season.

Chicago Cubs player Mike Fontenot's real-life girlfriend made a cameo appearance in the season 3 finale, portrayed as a comically unstable character.