I think it can be done easily, as easily as a raid can get anyway lol, by experienced multiboxers who have already done the raids on a main in a traditional raiding guild.

I have been up to TK and know the strats and positioning and just see it being pretty easy once you are experienced multiboxing.

Just like a raid everyone assists the MA and the 5 control 1 tank each making sure to face the mobs and bosses so the melee can backstab/shred/increase hit chance.

I think the most difficult part will be gear. Once you start getting to SSC there will be some gear problems unless you have farmed heroics and gruul and mag for a bit. Only worrying about 5 characters will help alleviate that.