Abstract: An adjustable holding device comprising a base and a guide removably secured to the base is disclosed. In one embodiment, more than two guide channels are angularly disposed within the guide to guide a drill bit, wherein the more than two guide channels provide multiple two-hole drilling combinations. In another embodiment, a step block is used to elevate the workpiece, thus allowing thinner workpieces to be accurately drilled. In yet another embodiment, a riser block is used to elevate and move the guide laterally backwards to allow thicker workpieces to be accurately drilled. In yet another embodiment, support wings can be used not only to support a large workpiece, but can also be used as a pre-drill guide for depth collar positioning along a drill bit.