Just out of morbid curiousity, other than UPX and LameCrypt <grin>, what do you guys think are the easiest/simplest packers to unpack?

Asprotect.
You know why? There is so much information floating around on how to do it....

hobgoblin

Any program protected by Crypkey Stealth v5.xx. Prob easier than UPX ! You can get the Stealth program (and some nice targets to practice on) from the 5.x Crypkey SDK.

Trialmaster and Softwrap are quite simple