Todd Pletcher is an award-winning trainer who will try to make history when the 2025 Kentucky Derby gets underway on Saturday. Pletcher is a two-time Kentucky Derby winner, having horses win the Run of the Roses in 2010 and 2016.

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: