Let me first say this is all speculation (just like this entire subforum) at this point, because we don't even have a beta. But just based off some of the things they've announced either as features or ideas they are kicking around I'm a little skeptical about what gear will be like in WoD.
WoD will be removing Hit, Dodge, Parry, and Expertise. They are reworking haste to scale toward breakpoints. Most armor will detect your spec and give you the appropriate primary stat. Reforging is maybe-probably going away and gems/enchants are going to be more rare and on less gear.
In return we're getting tertiary stats which Blizzard has said "won't effect class balance". This will go 1 of 2 ways - they most certainly will effect class balance or they will be so minor that they are almost completely ignored in favor of getting the stats you actually need.
I mean, I agree that spending 1000 gold every time you get an upgrade isn't a great time. Reforging 3+ pieces of gear because you have too much hit is stupid. But it seems like all of this happening all at once will mean that gear becomes more or less irrelevant. As long as you're wearing it, hey, congratulations you're winning! Personally, I largely like the way it is now.
I play a moonkin and have no alts so I can only speak about my experiences, but I actually do feel like I have choices in the way I customize my gear. Sure, AskMrRobot has its "omg 100% guaranteed optimal" button, but it really is more complicated than that. Right now I have the choice between gemming haste/hit/crit, I've changed leg enchants out to min/max hit rating, the decision to give up run speed to meet the haste breakpoint I'm SO close to is something that has come up. When the internet tells me to give up a bunch of crit to gain more spell power I have to take into consideration that more crit = more starsurges which will up my dps in terms of movement so the sim might not be reliable for some fights. Once I hit certain crit levels int becomes far, far more valuable than the 2-1 secondary-primary rule because I lose too many procs with crit, so I have to judge that while gemming. That sort of thing.
The other thing I see happening is the reaffirmation in BiS lists - something Blizz has gone on record to say they don't like. If you can't gem or reforge an item to make it more suitable for your needs then it will make all but very specific items undesirable for your spec. For instance, if it were like this today, I would never roll on a mastery piece. Of course the solution there is to even out the value of secondary stats - but doesn't that just add to the problem of blurring the lines between a good upgrade and a bad one, making the actual gearing process even more irrelevant?
I guess I feel like its not always just a matter of "going to a website, uploading my character, and spending gold" so these systems don't work as intended. I will admit that the current system could use some work and I certainly don't mind hitcap going away, but I think the purposed changes for WoD are going too far in the other direction and gear is running the risk of becoming stale and boring. Maybe that's just me though, i don't know. What do you guys think?