The way I can really put this in perspective is in terms of cars, it may not line up 100% but...
Are you more of a Lexus guy? tech heavy, more bang for the buck
Or are you more of a say, BMW guy? MUCH less tech, more expensive but it does what it's supposed to do (drive/performance) and uses what it has a lot better more efficiently.
should you feel guilty? well it depends on what type of person you areboth do the job! It's personal preference
Laptops and all-in-one units like iMacs can be very expensive to have fixed. If you are going to keep the box past the first year of warranty, then buy the extended warranty. It is pricey, but if you end up needing it, the result will be a bargin.My son bought the 3 year warranty on his 2 year old MBP. Do you think it is a good investment?