Hey Folks, did some more listening, and had a friend over with good ears to play along with my "which is better?" game.
Got some interesting results. As we both reached the same conclusions semi-independently, I'm pretty comfortable with the conclusions.
Testing the Njoe Tjoeb (with upgrades purchased with the CD player) directly into the GCC-250 vs. the Pioneer 47AI into the DAC-60 into the GCC-250. The Pioneer was a clear win. It made the Njoe sound too tubey in comparison, while the Pioneer / DAC-60 sounded slightly warm and oh-so pleasant. Not only that, this helped me find another problem. I was thinking that the bass was somewhat lacking in my system, even with the subwoofer. Turns out the Njoe rolls off the bass quite a bit (again, in comparison). The bass with the Pioneer / DAC-60 is solid and strong. Nice to find an overall better solution - the DAC-60.
Unfortunately, the DAC-60 is really showing the difference between the AAC 160-bit ripped CDs and the apple lossless ripped CDs. Unfortunate because now I find it hard to listen to the compressed. That's going to be a lot of re-ripping!
Oh, even with apple lossless, the Pioneer sounds better than the computer output. Not sure why, as both should be a pure digital bit pattern delivered to the DAC-60. Possibly because I'm using a 5m or so TOSLINK for the computer and going with a 1m siltech stockholm mxt from the Pioneer... Not a huge difference but noticible. Still very nice sound from the computer so I'm very pleased...
The overall sound from the Pioneer / DAC-60 played via the rest of my system is quite tremendous. My friend, who has heard some very nice sound systems, asked why I was thinking about upgrading the speakers. He didn't see it getting noticably better no matter the (reasonably priced) upgrade. I do feel the sound is now full, detailed, airy, and smooth top to bottom.
More next week after some other listening this weekend.