- In high school, was debate partners with David Brooks, who went on to become a journalist and political commentator.
- Began performing stand-up comedy in his teens while studying acting in New York City.
- After his first audition, was accepted as a member of the Comedy Store, where he worked with Richard Pryor, Robin Williams and Jim Carrey.
- Was roommates in Hollywood with Andrew "Dice" Clay and Yakov Smirnoff.
- Played the tuba and led the audience in a march song during his first Tonight Show appearance in 1990—a bit that got him invited back by host Johnny Carson.
- Wrote and starred in the one-man show Cowboy Tommy.
- Has shown his paintings of classic children's toys in galleries, including the San Jose Museum of Art and the Disney Gallery in Disneyland.
- Tommy Wilson — Son
- Tom Wilson Sr. — Father
- Gracie Wilson — Daughter
- Emily Wilson — Daughter
- Ann Wilson — Mother
- Caroline Wilson — Wife
- Anna May Wilson — Daughter
- Attended Arizona State University, Phoenix, Arizona, United States; attended American Academy of Dramatic Arts, New York, New York, United States
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