HiFi Hype...
Firstly CD's do have error checking "CIRC encoding" so you can get bit perfect copies, try dBpoweramp CD Ripper...
One thing you have to be very careful of is Psychoacoustics and how much the sales man is pleasuring your ego to get his commission... it also turns into how shiny it is...
the acoustics of the room and placement of the speakers can greatly effect the response of your system. so if your going to spend £50k on speakers make sure you spend £20k on your listening room...
also any white or pink noise from you pc will create Psychoacoustics Masking effects... (This effect is used in lossy compression like MP3)
also consider the time domain between different drivers eg tweeter and woofer and separate sub...
and after you have had a massive nerd out enjoy your music... :-)
I have had the privilege to be behind the odd console with some of the best monitoring around... and yes it does make a difference but then it gets mastered... and as someone said above music is mastered to the listener to help it sell...
if you want to burn some cash get yourself some sexy studio monitors... my Genelec 8260's do well...