Why not take him on a barnstorming tour? He's obviously in over his head in Grade 1 races.
Get racing secs. to write a 75-100k stake for him every eight weeks or so and travel to all of the places (GLD, EmD, Ret, Hou, Hoo, etc..) where people would love to come out and see a Derby winner.
Horse racing may actually win over a new fan or two to get to see a Derby winner in the flesh. The local rags will write about it leading up to the race and when he beats 5 or 6 local tomato cans, they can write about his magnificent victory. The clan can pile back into their school buses and go to the next race.
Makes too much sense to me.
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