If I did not find FLAC just as unpractical as to get the original CD (I have no portable player that plays FLAC, for example), I'd go flac and re-rip everything.
Easily resolved with a script the transcodes new FLACs to matching MP3s.
Yes, but see, that's not the issue. I would still need to keep two collections - FLAC and MP3 - one of which only is actually practically useful. In my current setup listening to FLAC files would be just as inconvenient as listening to CDs directly, if not more: I mostly listen to mp3s from my car stereo (no flac capability there) or from my Zune (same as above); so I don't get any particular benefit from a FLAC collection per se; it would just be wasted disk space.
The moment I can actually listen and use the flacs directly, I'd convert my cd collection to flac. I am postponing getting a nice audio system ay home. Once I decide myself to get that, coupled with an htpc or logitech network players, flac would become a very interesting option to satisfy my irrational need for lossless.
Because, again: do I actually perceive the difference in audio quality between flac and mp3_320kbps_cbr_nofilters_q5_lame_encoding? I doubt I would even on a superb audio system.