Just buy it when you absolute need it. If you contemplate then just wait for awhile more.
In general, Macbook pros are very reliable machines with very little hassle. Of course, the current offer doesn't allow you to upgrade easily compare to the older generation. Needless to say, OS is very easy to adapt as well. I'm sure you'll enjoy the learning curve.
Just purchase Apple care if you are worried about those lemon defects and it helps with resale price, just a tiny bit.
It definitely save my lemon 2011 MBP gpu defects.