Looking into trading my 99 for an 08...

[BadInfluence]

So I have a feeling my trans is on it's way out in my 99, so rather then worrying about the cost to replace and fix it I have found an 08 1500 I am looking into trading my 99 for.

So my question is, what are your thoughts on the matter...

The 08 has 40k one owner and is in pristine condition. But what sort of problems are common in this year? Am I going to be getting into the same issue a few years down the road?