Hi Renzo,
Have you gotten to unlock any overseas races? I am playing on normal and have won 13 G1 races but still no G1 Trainers or overseas races. My Jockey skill is at 65? right now but nothing!! - Like you I won the triple crown for jockeys at the end (Wins, Percentage and Money) of my third season Have you gotten anything yet? I just bought a new house, trees, farm, museum and upgraded the school twice (including the 50million school!! - Thought it would open up more races). I am winning at a .35 strike rate now and want my overseas races! :)

As for my tips I found the following. I can read Katakana as well as some Chinese. In the school it says for slow pace whip around the 700-600 mark and 500-400 for a fast pace. What I am doing is urging the horse bit by bit depending on the field and how the pace is. If it is slow I will whip once at the 500m mark then hand ride to the 400 then start to whip. If it is fast then I would start whipping at the 400m mark and continue to whip for home. If I have a front runner or it is a sprint race I'll wait a little longer. I found that in this game like real life it is about momentum...the one whip gets the horse into the red face - ready to run. It has worked well for me. If you find anything more let me know and I can do the same.