I haven't played in awhile, but I played a Swashbuckler to 57. I remember having a TON of positioning. Attacks directly from the front, sides and rear of the opponent. I believe most Assassin attacks are from the rear.

I remember the Swashy being a "tank assist" more than anything (aggro reduction, debuffs, etc.). So you'll probably want to pick one of the other specialists that have more rear attacks. Then just use similar tactics like in WoW (sandwich the mob, pull and back up, etc.)

I don't see why it wouldn't work.