We have proposed a system that supports the proficient operation of a drilling machine with acoustic information. We conduct a fundamental investigation of the difference of drilling characteristics between professional and beginner. As a result, we have shown that drilling characteristics are mainly governed by the duration of forcing to work for drill. The audio system provides the drilling machine operator with acoustic information with the aim of conferring an intuitive feeling of how the drilling machine is operated. We made sounds based on operation of skillful subject to investigate whether or not to listening these sounds promote efficient operation of the drilling machine.