Any of the major die company dies will work. the Hornady dies have become popular on this site, but RCBS, Redding, Forster all make good dies; take your pick. I personally like the Speer reloading manual #14, but I use Sierra, Hornady, Nosler, Hodgdon and Lyman books too.
Get the reloading book(s) first and do as much reading as possible. Be knowledgeable, then you can consult with your man how you want your loads done.
I personally do not trust anyone to do reloads for me. But that is just me, I have had a bad experience once and it will not happen again. If you can really trust your life to to this man, then go ahead, but only if you can trust him. He needs to be fussy and maticulous in his reloading habits. If you decide to have him load you up some, Make them in the lower end of the reloading manual data. Unless he is willing to work up a load for you. I have only reloaded for one other person and he is my father in law, who can not reload his own any more.
Good Luck and Good Shooting