30 Days in May: No. 22, Tony Stewart, 1999 The Home Depot Dallara/Oldsmobile

Welcome to our monthlong countdown celebrating notable drivers and cars from the Indianapolis 500!

Penske Entertainment/Indianapolis Motor Speedway

After qualifying for the 1999 Indianapolis 500, Tony Stewart had to quickly
depart for Charlotte for NASCAR commitments, so he missed the traditional
post-qualifying photo. My guess is this was taken later. It's also interesting
that the car is positioned at the end of pit lane.

30 Days in May: No. 22, Tony Stewart, 1999 The Home Depot Dallara/Oldsmobile. Tony Stewart was the first homegrown star of the Indy Racing League. His pedigree was perfect: An Indiana native who won USAC national titles in Midgets, Sprints and Silver Crown cars (all in the same season). He was immediately adept at driving Indy cars, too, winning races and a championship in those as well.

After competing in the IRL from 1996 to 1998, Stewart became a full-time NASCAR driver, appearing in the 500 just two more times (1999 and 2001). Stewart was fast right off the bat in stock cars, too, and finished his NASCAR career with three Cup titles and two wins in the Brickyard 400.

In the 1999 Indianapolis 500, Stewart finished ninth, four laps down to winner Kenny Brack. But Stewart’s workday was just beginning because he flew from Indianapolis to Charlotte, North Carolina, to compete in the 600-mile NASCAR race that night and finished an impressive fourth.

In his “retirement,” Stewart took up the challenge of Top Fuel drag racing. No surprise, he’s been successful there as well.

 

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