Mark Martin,
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Yes, he has. Tony Stewart drove the #44 car in 1997 and 1998. It was in the Nascar Busch Series, now known as the Nationwide Series.
Drove is a noun and a verb (past tense of drive).
You should discuss this with your cardiologist.
Tony Stewart was the 2005 Nascar Cup Series champion.
The #20 that Tony Stewart drove while racing for Joe Gibbs, remained with Joe Gibbs Racing. It is now Joey Logano's number. Being that Stewart had to choose a new number after he left, he chose #14. This was done in honor of his childhood idol, A.J. Foyt.