In part due to the success of Shedaresthedevil, Daredevil was brought back to Lane's End Farm in the United States for 2021.
[2] Shedaresthedevil made her first start on June 13, 2019, in a maiden special weight race at Churchill Downs.
She ran a few lengths behind the early pace set by Collude while racing on the inside, then swung out four wide as the field turned into the stretch.
[2] Now trained by Brad Cox, Shedaresthedevil made her three-year-old debut on February 15, 2020, in an allowance race at Oaklawn Park.
She chased the early pace and took the lead in midstretch but could not hold off the closing drive of Bonny South, finishing second by three-quarters of a length.
Jockey Joseph Talamo settled her off the early pace along the rail and waited for a hole to open.
As a result, Churchill Downs announced that it would delay the Kentucky Oaks and Derby, normally held in May, to September.
In part because it was one of the few tracks still running, the Fantasy attracted a very strong field of fourteen that included two-year-old champion British Idiom and Venetian Harbor, winner of the Las Virgenes.
In a change for her usual tactics, Shedaresthedevil went to the early lead and was never challenged, drawing off to win by six lengths.
She stalked the early pace while racing three wide around the turns, then drew away in the stretch to win by five lengths.
"[16] The odds-on favorite for the Kentucky Oaks was Gamine, who had won the Acorn and Test in brilliant fashion, setting stakes records in both races.
Turning for home, Swiss Skydiver swung to the outside while Shedaresthedevil made her move between horses and edged her way past Gamine.
"[22] Shedaresthedevil made her first start of the year in the Azeri Stakes at Oaklawn Park on March 13, 2021.
Letruska, uncharacteristically slow at the break, gradually started closing ground in the stretch but could not get by Shedaresthedevil, who won by a head.
"[23][24] Shedaresthedevil returned to Churchill Downs for the La Troienne Stakes on April 30 as part of the Kentucky Oaks undercard.
Geroux rode her hard from the starting gate to get the early lead, then slowed down the pace as they completed the half-mile in :47.94 and the three-quarters in 1:11.71.
"[26] In the Ogden Phipps Stakes at Belmont Park on June 5, Shedaresthedevil finished third to Letruska, who set the pace and drew away in the stretch.
She broke sharply, then settled behind Venetian Harbor, who set fast opening fractions of :23:30 for the quarter-mile and :47.11 for the half.
[28] Cox next entered her in the Locust Grove Stakes on September 18 at Churchill Downs, where she went off as the 3:5 favorite in a field of six.
She took the early leading while setting moderate fractions, then withstood the closing drive of Crystal Ball to win by a neck.
She led briefly past the five-sixteenths pole, but relinquished command around the bend and weakened in the stretch run to finish sixth to longshot Marche Lorraine.
[33] She then finished second by a neck in the La Troienne Stakes on May 6, again being run down late by Pauline's Pearl.