I've asked what a guild needs before in terms of character classes or tradeskill classes. I always get that same line "whatever will be fun". Which is a nice thing to say but pretty useless haha. What if everything is fun? What if I enjoy a game more when i'm needed?
So:
In our high-level group of regulars we have a a tank, cleric, bard/rogue, and monk. This group is lacking specialist crowd control and/or a caster.
Mid level group we have a barbarian, a multiclass dps machine, a wizzy/rogue, and a pure wizzy. Mostly warforged so the wizards act as healers. This group is lacking a tank and a divine healer.
Mid levels are catching up to high levels now, though, so we'll be mixing and matching soon.
I have level 4's of just about every class, hakuba has a level 4 sorcerer, don has a low level rogue, rumbaar has a low level barbarian.
Not sure if that helps you decide.
As hakuba said, pen and paper means next to nothing in this game. You'll be familiar with classes and feats and most of the enemy types, though, so that's a start. I'd recommend spending some time browsing the class discussion in the forums just to get an idea of what works and what doesn't.
http://forums.ddo.com/forumdisplay.php?f=21. My only advice if you're starting out with 28 point builds is don't make a paladin.
Happy to jump on our low level chars whenever you're around!
See you in game.