For the purpose of monitoring the abnormal state in proportion to cutting in automatic production process, the 3 kinds of specimens different from mechanical properties by austempering through temperature variation were manufactured, and the effects of tool wear on thrust and AE RMS was analyzed with sequential drilling in in-process. When the ADI specimens were drilled, the relationship of thrust and AE RMS with flank wear was studied through experiments, and it is confirmed that the reliable wear state is able to be monitored by using these signals. It was shown that thrust and AE RMS increased slowly till flank wear reached to V$_{B}$ = 0.25mm, and they increased steeply over the value. The effective tool exchange time was able to be pre-estimated by using this fact. It was validated that the tool breakage was able to be detected on the real time by monitoring in in-process.s.