Abstract: A device and method for boring pocket-holes in frame members having a miter joint to prepare them for final assembly. Two frame members are placed on the positioning frame of the invention and clamped against the positioning frame and together at the miter joint with a moveable clamp, which has a clamp member having resilient clamping pads to contact the face surfaces of the picture frame members. The clamp member also includes a guide assembly which causes the clamping pads to apply clamping force to each of the frame members to hold them securely and to urge them together at the miter joint. A drill assembly supports a drill bit and carries the drill bit along a path to drill a pocket-hole having a centerline passing through the frame member on the first surface, passing obliquely across the miter joint and into the frame member on the second surface.