[JaxChris]

The only way I've gotten the TP2 to allow me to select multiple items is to either disable the popup menu system that HTC installed, OR you can do what I currently do now which is use the keyboard. Use the arrows to navigate to first item, and then (just like on your computer) hold Shift while pressing up or down to highlight multiple items at once. Then menu->delete.

Also, if it won't let you delete anything in the system ringtone directory, try it from your computer while sync'd. The ringtone folder might have Archive, System, or Read-Only properties on it which prevent you from deleting anything inside.