Bruce Reeves SRNS:
Is it possible to "draw" on the Toolsettings dialog
Bruce Reeves SRNS:You need to tell us a little more about the process you use.
Are you hooking into the Tool Settings dialog somehow? If you're not hooked into the dialog's events, then your observation is what I would expect.
You might find it more persistent to add a generic item to the dialog, and draw whatever in that generic item.