I think it depends on the car. Buying an Elantra vs buying a Corvette sets boring apart from fun. Buying any high horsepower car, you'll be caught up in the excitement so much that you just want to get in the car and forget the details! Buying an economy car doesn't bring the same excitement, unless it's a performance model of course.
If you don't know anyone personally that deals with insurance, insurance will be a pain! Thankfully I have a good insurance agent I deal with that gave me a great deal, unlike the past!
What is the weight of the OE rims? I have stock 16's and would like to be able to compare with OE 17's and 18's (Veloster? Genesis? what else?) as well as Tire Rack (or was it Discount Tire) that advertises the weights.