Entering the 2021 racing season, Ware expressed interest in running a part-time IndyCar Series schedule for Dale Coyne Racing with RWR, including the possibility of performing Double Duty of running the Indianapolis 500 and Coca-Cola 600 in the same day. In April, he participated in an IndyCar test for DCR at Texas Motor Speedway. He was entered for the 500 in the No. 52, and Garrett Smithley was placed in his No. 51 Cup car for that day's Coca-Cola 600; although Ware completed rookie orientation, a lack of sponsorship forced the entry to be withdrawn. Ware instead ran the 600 in the No. 53 that he took over from J. J. Yeley.