Well, Jason Garrett supposedly works his players much harder in practice than Wade "lax approach" Phillips did, but the results were the same, albeit worse. At least Wade didn't blow all these 4th quarter leads despite his "lax" approach.
As for the Rob Ryan defense, it was actually really good for a good part of the season until it fell part in the last quarter. At least Phillips's D's here have gotten better as the season progressed.
As for Tony Romo and the rest of the nucleus that grew up around him like Ware, Witten, Bradie James, Matt McBriar, Ratliffe, etc, they only have 1 playoff win under their belt, but they're heading into their 30's when careers go into a downslide.