Ahhhh the skate shoe.
Well, you have gone through 3 pretty big distributers. But with out knowing which shoes you had, it is hard to say.
You have a whole in your two from ollies and such. You need to make sure that you are then buying a full grain leather with a reinforced toe. Sued tends to hook on the grip tape even more and therefor tear faster. Synthetic does sometimes last longer, but you don't really feel the board as well through synthetic. If you aren't concerned, maybe a reinforced rubber synthetic is your way to go.
In regards to the rest of the construction, most companies are going to be about the same. There isn't really any great technology that has happened. The only thing is that the glue starts sucking. In this case, it could happen to any shoe really. That is when you buy a tube of shoe glue. If it starts happening with in a week or two, then you should certainly be able to warranty the shoe.
-------(4 years of skate shoes, 2 of athletic shoes)