An auto-adjusting pocket hole jig docking station including a housing and an adjustment mechanism. The adjustment mechanism carried by the housing and including a first rack and a second rack reciprocally movable between raised and lowered positions, relative the body. A double pinion gear is rotatably carried by the housing with a first gear in meshing engagement with the first rack and a second gear in meshing engagement with the second rack. The first gear and the second gear having a rotational ratio therebetween wherein movement of one of the first rack and the second rack moves the other of the first rack and the second rack a distance proportional to the rotational ratio.