It has been my experience with bad PC parts that you have to pay for shipping back and fourth to get the item serviced (If they even step up to service it)
Upgrading easily and losing cash in the process.
Hackintosh's is for people with WAY too much time on their hands.(Time = Money IMHO) It is indeed a PITA compared to OSX and Bootcamp.
As for the Lian Lis, $300+Ugly+Worse Design
I am the first to agree that Mac Pro's are expensive. However, I do believe you get what you pay for. In addition, I have yet to lose my shorts on a Mac.
I don't know when your experience was, but now many reputable manufacturers such as EVGA and Corsair pay for shipping.
Upgrading and losing cash in the process? As if you don't lose any cash when you sell a Mac like you mentioned.
It only took me about 20 min to setup a hackintosh machine (excluding time for installtion).
Cases are a personal preference. There is no correct answer there.