Chris, I think that waiting is fine if you don't need the tractor now. On the other hand, over thinking these things can make you totally crazy.
Sometimes it is easiest to simply go out and just buy the darn thing! Heck, the lovely Mrs_Bob knows that when she leaves town to visit her family that there will be something new parked in the garage! As she is only gone for 4 or 5 weeks at a time, I don't have too much time to track down the new toy.
Many people only look at one brand, they buy it, and they are happy.
When I bought my latest tractor, I started out looking for the world's best garden tractor and ending up buying something that doesn't even look like a tractor from a manufacturer than most people (myself included) have never heard of. I started out with a LIST OF MUST HAVE FEATURES and ended up with a machine that probably only has 1/2 of the features on the must have list, but has so many other things that are better than the other half of the list so that my original list looks silly by comparison.
I guess it all boils down to getting something that suits you. These tractors will last for DECADES if we treat them properly it really is important that you are happy with your purchase. If you think that NH blue is the color for you, then jump on it and don't look back. If you are a JD green lover, that is fine too. Massy and Mahindra are red; Kubota & Kioti are orange; Cub is yellow. All are good tractors and all will do the job you want done. The reality is that one will suit your desires better than the others, and that boils down to your personal choices. Over thinking and second guessing may get you a better tractor but probably will simply confuse you even more. Buy it, love it, and then get your wife a nice bracelet because you are going to want to buy some implements soon.