A sealed box will have more group delay than a vented box because it has a 4th order rolloff below system resonance, rather than the approximately 2nd order rolloff of a venteed box. However, the audibility of group delay at low frequencies has not been not firmly established, and recent studies indicate that it is marginal at best with music rather than test tones.
On the other hand, frequency response has been well established to be audible. That's why I focus on the frequency response rather than the group delay or system damping.
The reason for the above two observations lies in the human hearing mechanism. Briefly, at low frequencies the ear is very poor at resolving timing, and much better at resolving intensity.
On another subject, note that the woofer is powered throughout its stroke; it doesn't rely upon the airspring in the cabinet to restore it to rest position.
A relevant comment by Earl Geddes: "Remember that the damping and the frequency response are one and the same thing. If I correct the frequency response then I am simultaneously correcting the damping."
http://www.diyaudio.com/forums/showthread.php?postid=1638754#post1638754
The implication of Earl's statement is that we can focus on the in-room frequency response curve, and when we get it right we have also gotten the system damping right. Focusing on the system damping isn't wrong, as it will theoretically lead to the same result, but in my opinion it's easier to correct the frequency response.
Once while in an exerimental mode I built roughly comparable sealed and vented subwoofer enclosures. The enclosures were the same size and almost the same efficiency. The sealed box used a 10" woofer with a Qtc = .50, and the vented box used a 6.5" woofer and was tuned to give a roughly room-gain-complementary response.
Subjectively, the vented box went deeper and would play louder before audible distortion set in (the latter surprised me). The sealed box had better impact in kickdrum, while the vented box sounded more natural on other bass instruments.
Suspecting that the difference on kickdrum might be related to the larger, more powerful woofer in the sealed box, I switched to an 8" woofer (with a magnet system comparable to the 10" unit) for the vented box. This substantially narrowed the gap on kickdrum but did not eliminate it entirely. By now the two boxes were also approximately the same cost, as the 8" woofer plus vent was close to the same cost as the 10" woofer.
I'm not saying this was a definitive series of tests, and my blind listening panel was pretty small (one person, whose assessments I agreed with). I came away with the conclusion that the cost-no-object approach would be an equalized sealed box with very large-displacement woofers, but that the more cost-effective approach was the low-tuned vented box (which in both cases souned better on everything other than kickdrum).
Duke