re: Poker & How to know if I can move up...
I would have to agree with therealslomo in that you probably answered your question when u yourself are having your doubts.
But with that said, If it were me and I was winning regularly say at the .50/1.00 games then I probably would try maybe the 2.00/5.00, but more than likely since I am a whimp, I probably would test my waters in the 2.00 games just to check out the playing field and go from there.
But in the end you are the best judge on how comfortable you feel about your poker skills.
Just my 2 cents.