I haven't had any encounters with Portland PD while OC'ing, so unfortunately I can'tprovide you with a frame of reference. However, your plan of attack for LEO encounters sounds sort of like...well...an attack.
In a very sane and common sense article once published by Ben Stein called, Seven Mistakes Winners Don't Make
, one of the seven points was, that sometimes, in order to get along, you have to go along. Now this doesn't mean caving in every time someone exerts pressure on you, however, my M.O. as far as open carrying is to be as polite & cooperative with LE as possible. These guys are ordinary citizens too. IMO, the more positive impression they have with people who OC the better. It looks better for all of us, and will eventually make it easier to influence our lawmakers that people who carry guns does not automatically = "dangerous person."