Freeride - Rome Flag with Rome Targa Bindings. If you wait until the mid-end of February, both can be picked up at Sierra for ~400 shipped.
Freestyle - Lib Tech, Bataleon, Rome (Graft/Mod/Artifact) with Rome 390 bindings.
so vague. mmmkay so I guess lets just send him off on a Banana Hammock or Undisputed and let him die on kiddie rails yeah?
Im not too familiar with their boards. I just know that they're reliable and mostly freestyle boards that people love around here. Im pretty sure the OP can and will research anything that we recommend.