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As a trainer myself, there are a few things I would suggest you do: first, talk to the trainer themselves. Do they seem knowledgable, can they adjust how they train the horse (for example, some trail riders don't want their horses to react to leg cues since they don't know them themselves - had that one a couple times)? How long have they been training professionaly (getting paid to train)? Have they worked on any large farms/stables - (often people will be newer to "freelance" training, but have experience at barns and stables with good reps)? Can they provide any referances? Where do they train at - an established stable, or out of their own home (especially if they are newer to training, this will give you other people to contact - ie the stable owners)? Do they seem honest, or are they "too good to be true"?
As far as legal contracts, there should be one there for you to sign. It (or the boarding contract) will cover what vet to call, how to contact the owner, etc. The training contract may also cover how long the horse is in training, for what, releases, etc.
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Try not, do. Do or do not. There is no try.
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