Opinions are kindof like....well, you know...but here is mine anyway.
I have gone the computer as transport route and it is indeed a pain to load them on the computer the 1st time. Once done however, it is totally cool to have all of your "music software" at the touch of a button. 2nd, I use an Apple iMac, my home is networked wirelessly so the computer can serve multiple roles as both a computer AND a music server. The backup of the data was no big deal and keeping the backup updated is also simple to perform. I take a digital signal out from the iMac, into my D/A converter and its done. Now, if any of this sounds like a real hassle, you are probably right; computer based audio may not be for you.
Now then, lets talk about the future. My ipod touch is wireless, my iPhone is both internet ready as well as a part of my wireless network. So I can control all of my music, from my iPhone while I am in the backyard, cooking out, having cocktails. Want tunes in another room? How good do you want it? One of these new Peachtree Decco amp/d-a , some nice speakers coupled with a Sonos ZP 80 and you have complete access simultaneously from the remote room, your main system, your backyard, and so on and so on.
If you are the only music listener in your home and you only listen in 1 room, then the 1-box cd path you have chosen is correct. However, if you have other rooms where you would enjoy the music, well......
Last but not least, your rationalization of the 1-box solution, no offense intended, sounds an awful lot like those who advocate integrated amps. I however like the idea that I can drop a new d/a converter in as technology or features are introduced and everything else remains the same. As new disk drive technology is introduced, I have a simple and easy upgrade path there as well.
Last, you mentioned the pain of a backup plan and I agree, it can be a pain. I have a friend however who had a minor fire at his home which, of all things, damaged a closet where he kept his cd collection neatly catalogued. Care to talk to him about a backup plan? His house is valued around $1,800,000 and he has a 1% deductible ($18,000!)......
Best wishes