Join Date: Mar 2018
Location: Huntington Beach, California
OK, you've made a "V" jig. A good first step.
Put a fence on your drill press. Use a 1/16 drill bit and center the jig against the fence. Futz with it until you get it perfect. Drill the 1/16 hole. Make sure that it is perfect. This is a pilot hole. Change the drill bit to your 3/8 bit. Drill your 3/8 hole.
Possible problems. If you are off center, the drill bit is not 90° to the table or the quill (The thing that holds the chuck.) in on an eccentric or wobbles.
In furniture 1/32" is a Grand Canyon