Here's some BLUPing help for anyone that needs it:

BLUPing schedule : Fully train in top three skills then do competitions that use your howrses top three skills till no more skill gain. Finish forest and Mountain rides and do low difficulty comps till 20 wins.

Comp guide: 

Western

barrel racing:: speed stamina gallop

cutting stamina:: dressage gallop

trail class dressage:: trot jumping

western pleasure:: trot stamina dressage

Classic

trotting race:: trot speed dressage

galloping race:: gallop speed dressage

dressage:: dressage trot gallop

cross country:: stamina dressage jumping

show jumping:: jumping dressage speed