I do the same thing. The trick is to set Printeanywhere to accept all
jobs from a specified id.
Your remote PC needs to be hooked up to a PC or server that controls
it
Send a job to the printer and when it pops up in the jobs list you can
specify something like "print jobs from this user without question" or
something to that effect. I am not in front of the console on this
machine so I am kinda guessing but I have done it and it does work.