Flagstaff is a 9 year old gelding that was born in 2014 and raced from 2019 to 2021. He was sired by Speightstown out of the A.P. Indy mare Indyan Giving. He was trained by John W. Sadler and raced for Lane's End Racing and Hronis Racing LLC, and was bred in Kentucky, United States by Summer Wind Farm. Flagstaff has raced at Belmont Park, Churchill Downs, Del Mar, Keeneland, Oaklawn Park, Santa Anita with wins at Churchill Downs, Del Mar, Keeneland, Santa Anita. His stakes wins include wins in the 2021 Churchill Downs Stakes (G1), 2021 Commonwealth (G3), 2020 San Carlos (G2), and the 2019 Damascus (LS).