I used to 6 box Everquest raids (because the player limit was 72, so space wasn't as big of an issue). Some guilds would let each of my toons act as independent people as far as DKP was concerned, others only let me get dkp on my main. It really depends on your guild. Pre-TBC I 2 boxed MC/BWL/ONY and my guild only let my main have DKP but I could use my main's dkp on my alt if I wanted. I've yet to run into a WoW guild that lets multi-boxers raid, earn loot, and dkp for each character. I also stopped raiding after SSC/TK so who knows now maybe there are guilds more willing to allow MB raiders. I honestly think the best way and probably the only way you will be able to achieve a loot system where you are able to get your toons DKP/Lewt is to start the guild yourself, or with a fellow MBer. Then recruit single people for other roles.