A punch data generating device is disclosed that generates punch data for execution with an embroiderable sewing machine including a needle bar allowing attachment of a punch needle for forming a plurality of small holes on a sheet of workpiece by piercing the workpiece in dot-by-dot strokes of the punch needle, a transfer mechanism that transfers the workpiece in two predetermined directions in coordination with an up and down movement of the punch needle to execute a holing operation for forming the small holes on the workpiece. The punch data generating device includes a cut data generator that generates cut data constituting the punch data, the cut data being configured to instruct consecutive formation of the small holes at least along an outline of a pattern section of the workpiece in which a predetermined pattern is drawn to allow cutting of the outline.