A surgical system for assisting a user in performing a surgical procedure at a surgical site, comprising a tool having a checkpoint, a pointer having a tip, and a localizer to determine a position of the pointer within a field of view. A memory comprises identification data associated with a plurality of tools. A controller is configured to prompt the user to position the tip of at the checkpoint, to receive position data from the localizer associated with the pointer within the field of view, to compare position data associated with the pointer against the identification data of the memory to determine an identity of the tool, and to present the user with the identity of the tool.