I think the concerns based on the previous gen Air Suspension are well founded. That said, I haven't heard of many issues on the 5th generation... time will tell I guess. It'll be under warranty for a while, and after that I suspect there will be aftermarket upgrades/replacements on the market. Air Suspension is becoming far more commonplace these days, with a lot of manufacturers adopting it. I think that means reliability will go up and repair/replacement costs will go down.
I was very much in a similar situation, trying to get a Laramie with the Off Road Package when the dealer turned me on to my Rebel which I've only had a month or so. The Air Suspension been working without issue. I leave it in Normal, it goes in to Aero mode on the highway, goes back to Normal when I slow down. The ride is excellent, and yet again today someone remarked about it. I've used Entry Mode a few times putting heavy things in the bed. I've also heard it self-leveling from time to time. Plus... it's cool.
So... is it "worth" it? I honestly can't say. It does make the truck more adaptable, usable, flexible, etc. To what degree I'm not sure. For me, it was included in the truck and I got a deal I was happy with, but I don't know if I would have sprung for it if I ordered the truck. I think it's all relative.