I have a PG500 that is coming up on 7 years old. It is a great cooker and I love the fact that I can grill without have to move around grates or anything like that. I also like the versatility of the zones in that I can cook steaks, baked potatoes, some sort of grilled vegetables, and warm a loaf of bread in the warming drawer all at the same time (also can warm a plate for the food on top of the grill on the flat surface). I also like the ash dump drawer. I have done 2 packers on the cooker (it takes a little bit of extra effort to rotate the briskets but not a big deal. Lastly, I love the controller. While wifi is nice for controlling some things I don't find it necessary for my cooker. I prefer the ability to allow for bigger temp swings if I can get more smoke production.
As far as the OP goes, I would suggest that you list out your cooks that you typically do along with what you expect to do and see if one sort of cooker lends itself to those cooks. Also, you might want to consider if others would be cooking on the cooker. I know that my wife and daughter like the fact that they can turn on the cooker and not have to worry about moving around grates to grill some food.
Best of luck with your decision!