How do you make a high earning compition on Howrse?

It is much harder to obtain your 20 wins when the horse is already well trained. Strange as it sounds, it's better to only train dressage and speed, some short trot riding and a little jump, and leave the main breed skill as low as possible.

This allows your horse to still enter low difficulty comps (because the main skill is so low) and yet win more often over the other horses.

For now, here is what you can do:

only enter competitions when you have a ToG

use fillers to help you along

don't enter races with higher skilled horses

enter the lowest level comps available

enter comps he is not so good at

Once you have your 20 wins, go back and finish training, rides and comps in the 3 best breed skills in order to finish blupping.