Chad, I'll agree it is a very system dependent thing.
As I outlined above, I can clearly hear the difference as others have described between the more highly damped bass (and sound overall) and less damped bass by switching between my BC ref1000m and TAD Hibachi 125 amps.
Which do I prefer?
With my main large OHM F5 series 3 speakers, I might lean towards the less damped sound with most smaller ensemble jazz, maybe not big band and similar scale classical, but for psynth/electronic music, big band large scale symphonic works, and other larger scale types of music, the high damping brings out the best with the large OHMs overall I would say.
With my smaller OHMs, it might start to lean more towards less damping.
With my smaller monitors, Dynaudio Contour 1.3mkII and especially Triangle Titus, things start to favor the less damped sound. I would love to run my Triangles off a tube amp someday to test those waters!
OF course those are just my observation and findings with my gear, but it does support the premise that whats best is very system dependent.