SportsLine horse racing handicapper Jody Demling reveals his top Kentucky Derby 2025 longshots to target on Saturday at Churchill Downs at 6:57 p.m. ET

While Asmussen has never won the Derby, he has trained horses that have won the Preakness and the Belmont. Jockey Joel Rosario rode Orb to a victory at the 2013 Kentucky Derby. American Promise also brings a championship pedigree to Saturday's race. The D. Wayne Lukas-trained horse is the son of Justify, who won the Triple Crown in 2018.

Here we go again! America’s greatest handicapping puzzle, otherwise known as the Kentucky Derby, will take place on Saturday. As if it wasn’t enough of a challenge to pick winners in an average field, this is a race that complicates things exponentially. Looking at those complications one-by-one, it goes like this: