Seatpost slippling is not normal for Treks or indeed any well built bike.
Trek made some of the nicest sports touring bikes out there. There's a lot to be said for a road bike that can take 32c tires.
You can deal with the paint chipping by touching it up.
I'd start a separate post on the seatpost issue you are having to get some advice on how best to deal with it. I would have thought that a shim should have done the trick but apparently it is not.