Thank you all for your responses. Please allow me to pose another question, if I may:

It seems like upon hitting 80 with a "fresh" team, there's only 2-3 Heroics that you can complete without ending up with ultra high repair bills. Since you can only do these 2-3 heroics (and since you're brand spanking new at 80, they're not going to go quickly), isn't it more effective to take 1 of your characters and simply PuG 6-9 of the Heroic dungeons (to get decently equipped) in one night? There's at least 1 upgrade in just about every heroic dungeon (not going to include badges here), and at this point in the game, odds are you will be the only uber needy character in your group. In theory (provided you gain at least 5 items in the night + enough badges to buy a shield :P ), wouldn't this make things easier to deal with for your multibox group?

For example, take a look at my non-Ulduar, "raid ready" (only 2,500 dps) character that I mentioned earlier: http://www.wowarmory.com/character-s...ellowsh%C3%AEp

7 (6 drops, 1 badge) of her items she received in 1 day of running Heroics with random people. She also has some offspec enhancement naxx stuff. As you can see, most of those items come from the "harder" Heroics, that aren't going to be doable (without lots of dying) multiboxing, right away at 80. I guess that's why I feel it's more effective to take one character and gear it up. Please let me know your thoughts.