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Tom moonlights for the ad campaign of a deflated tire salesman called Crazy Benny, who lives up to his nickname. Also, Judah is trying to collect on a bet from high school with Tom, and Blevin can't get black coffee because he offended the new local coffee girls.

Baseball fever grips Tom, who fires up a losing boys team with a pep talk on the Babe Ruth legend that has very mixed results. Elsewhere, Karen runs afoul of Tom's party-giving parents.

Journalism ethics elude Tom in an interview with an eccentric millionaire , from whom he seeks a charitable donation on behalf of his wife's animal hospital. Later, Tom wants to cash in when he saves the rich man's life.