- YesterdayIt's best to enter two of your own horses whenever it's open, as that helps bump it up the list for players to see when they filter by participants. You'll want to change the difficulty so that it suits the skill level of the horses you have.
I also recommend to start off at a lower difficulty (your Dressage and Gallop specifically), because more horses will be eligible to see it, and it'll also help build up the kitty payout.