Jobtrakr has some suggestions for the gentleman seeking the perfect rolled-up sleeve.
Real Men Real Style talks about a few different rolls.
There is, in fact, lots of great advice on this matter online involving technique and folds and such.
Honest, though? I don't think Gomery Overbove gives that much attention to his roll method.
He wants to look presentable, as he's working the Motel Fairwil front desk a lot, but he leans casual with that look, because he frequently must retrieve errant toys and guest items out of the pool, and the occasional sinking beetle, too.
So the rolled-up sleeve dress shirt is the ideal and handsome compromise.