I do overall agree that the kicking the can approach to the cap isn't as big of a deal as some make it out to be. It does mean that drafting well so you have good depth is a bit more important since you don't generally have the money to fill in with high level depth in free agency, but in the end it's just another way to do things. And one that does make sense when you are trying to keep a team together by using future cap dollars to pay present players.
But, I think it's also true that as your players get older and you do things like adding void years to the contracts of 30 plus year-old players, it limits your flexibility if you need to move on from those players before their contracts end. It hasn't been a huge issue so far, but it could end up being an issue with Hill, Cam, and Demario and if they wanted to move on from Carr it would be an issue. Hill is a great player and kind of a one of a kind piece of the offense but we are spending a lot of money for a guy that is always hurt and will be 35 next year. I mean he has around $12 million in dead money right now if you let him go or trade him.
Of course, I don't think they do want to move on from Carr or Hill at this point so that point is moot. But, if you bring in a new coach it is going to have to be one that is fine with Carr for a couple years.
Anyway, I do think it makes sense to move closer to a normal cap right now because this team isn't competing for championships and then when they are ready to make that run they will have better flexibility and more money to sign the players they need to keep to keep that run alive.