A diamond microdosimeter prototype with sensitive volumes separated through laser milled trenches is characterized. It is proposed that this design will offer a new and alternative means of creating a diamond based microdosimeter. The device has been characterized by means of ion beam induced charge collection (IBIC) measurements. In this work, it is shown that laser milled trenches have a significant effect upon the lateral confinement of charge collection essentially creating a pixelated diamond detector. Specifics of the results and an update on the current status of the project are presented.