As I continue to think, I remember I have an extra USB port sitting there on my Kuro Box (and a USB 2.0 hub for that matter, thanks to my brother). I could hook the Nomad to the Kuro via USB and dump MP3s to it directly.
This will require another automated procedure. I envision hooking up the Nomad at night and “charging” it up with MP3s transcoded from the day’s ripped FLACs.
I’ll download libnjb, which is just a library, but I didn’t find any console mode apps for dping Nomad sync. I may have to write something with perlnjb. I doubt I have the chops for the cool synchronization that Notmad does, but I could do it on a per-album basis (remember my plan is to replace my 192Kbps WMA files with 160Kbps MP3s, so I need to wipe the WMAs from my player). Probably a program that keeps a checkpoint date, looks for ripped files after that date, and dumps them to the Nomad replacing files that are already there.
And I was afraid I’d run out of fun things to do and only have the drudgery of ripping CDs for the next few months.