I went ahead and upgraded today, they were willing to sell it to me 2days early w/ the 2yr contract over the phone.
I figure its not really worth waiting aside from price which will come down, as though some higher spec'd devices will come out and slicker ones, the real deal will be windows phone 8 which won't be until late 2012-2013 alongside windows 8. So my contract will be through may of 2013, which should allow upgrade shortly after windows 8 release.
What will new phones bring that this one doesn't have? Probably higher quality screen, potential addition of front facing camera, potential faster loadtimes, 4g... But I dont really skype with anyone and the front facing cameras are genreally lowres so not really worth it to me. And I live/work in a relatively remote area thus I will likely not even get to use 4g for years due to lack of coverage; nevermind the battery it eats. Thus, I think the trophy will get the job done for me personally until windows 8 is released. Will also give data caps some time to get increased/normalized as I am locked into unlimited data w/ trophy.
Not to mention, god knows how long until a "mango" phone comes out on verizon. this will be a good phone to demonstrate to my friends who have verizon.
you can bank on the htc 7 pro coming this summer too to verizon, if you want the keyboard. its being tested right now from what I hear. this will be my first keyboardless smartphone but I'm determined to adapt .