A: Probably, but,it is limited to 3/16" of depth. So drilling from both sides would limit you to drilling a piece of wood 3/8" thick.
A: The Klein Tools model # 31870 Carbide Hole Cutter is designed to cut through sheet metal up to 3/16 in. thick. A better option for wood applications is the Klein Tools 2-1/2 in. Bi-Metal Hole Saw (Model # 31940).