Popsugar Fashion Jack Harlow Kentucky Derby Celebrity Fashion 2022 Jack Harlow Was Best in Show at the 2022 Kentucky Derby 12 May 2022 by Shelton Boyd-Griffith View On One Page Photo 7 of 11 ADVERTISEMENT () Start Slideshow Share This Link Copy ← Use Arrow Keys → 7 Jason and Brittany Aldean at the 2022 Kentucky Derby Previous Next Start Slideshow Jack HarlowCelebrity StyleKentucky DerbyRed Carpet