For 2000 Ray would continue to drive for Menard in the #1 Conseco/Quaker State/Menards Dallara-Oldsmobile Aurora scoring six poles in the series' nine races including the Indianapolis 500 where during the IRL's split with CART Chip Ganassi Racing, a CART team, entered a pair of cars for CART drivers Juan Pablo Montoya and Jimmy Vasser with Montoya starting second to Ray. Because of this Ray and Montoya were the favorites to win. Ray would lead 26 of the first 66 laps before crashing on lap 67 and finishing in 33rd (last) place with Montoya leading 167 of the 200 laps on his way to an easy win. Ray would go on to win the Midas 500 Classic at Atlanta Motor Speedway. However, Ray would drop to 13th in points.