Hmmm let me see if I can do this in text.
Mybe the GUI would look some thing like this.
------------------------------------
|Announce loot Announce Winner|
| ROLLS |
| Main | OFF | Pass |
| toon1 56 | toon5 34| toon2 |
| toon4 76 | toon3 23| toon6 |
| | toon8 62| toon7 |
| | | toon9 |
| | | toon10 |
------------------------------------
| Buttons |
| Main | Off | Pass |
------------------------------------
Of course if people have the mod the can see the rolling if not they see the announcement. If it is possible it could intercept whispers to the lootmaster of main, off, pass and roll them in appropriately. You for the occasional pick up person.

Hello you posted a responce to a question I had on your lootster project. I seem to be haveing problems replying to it so I figued I would try here.