Sean - if your question is just whether to get the Gonzalez 139 or the Gonzalez 143, I would say that depends on your size. How tall and heavy are you? I always feel that if you can handle a bigger board then use it. You'll most likely find that you'll get more pop and softer landings on a larger board.
If you want to consider a different board from Gator Boards, I have a 2007 Legend 143(Randall Harris's pro model) that is brand new in the wrapper...i'll cut you a good deal on it.
I've never ridden the Gonzalez, but heard it's a sweet board. As for the Legend. It's fast, and it boots ya. If you like taking hard cuts and launching off the wake, the Legend is definitely worth considering.