Do you have any tips on horses with separation anxiety? I want to start working with my thoroughbred before the season starts but it's hard every time he leaves my other horse.

try to separate them slowly
If he's used to you it'll be easier for him to go out with you. Start by going on small trips around the pasture or where the horses are kept. Keep the walks fun, let him figure out that when he goes away, he gets to eat grass or something like that. Soon he'll enjoy going out because he can explore
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