Hi, we have all known this pain.
Firstly change all your riders to 'all disciplines', so they go up slower and have time to gain best possible number of shows.
Second you have to run the level up report and ensure you reassign horses to go up to a higher level rider asap.
Third, I would use the barn manager. She only costs 3,000 per month. She will reassign your horses for you if you select that option and save you a lot of time. It is best if you log in every day and run the level up report + manualy reassign every horse that needs it / or click the barn manager to do it.
Setting the horses with the barn manager may take a while, but once done she will enter all the ones to go each day automatically.
Do ensure you click 'only show if competative' at the bottom of the barn manager screen.
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Once she has entered your horses for a couple of months you may be clever enough to dispense with her. But actually I find her cheap and invaluable.
Best of luck
ZeroZero
P.S. Have a look at Cloud Peak, they are a cool showing barn consistently making high profits.
P.P.S. Mares make as much money as geldings. If you have a mare you are fond of just show her and indicate in her name that she is no longer to be bred. Don't bother with the cycle suppressant, a pain to upkeep and not worth the money.