@ Will, yes I would say if your speakers have a lower sensitivity and/or crossover and generally require more than a couple watts to drive them you may need a larger gauge, but I don't think it would hurt to try the 17g to start off with. The cool thing with Dave is you can ask him to toss in a couple different runs and then decide which you like best after a few days of listening.
Dave's an Omega Speaker owner himself and been experimenting for quite a while with gauges and different styles of braiding and I believe that the braiding really gets it right with this speaker/cable combo. I haven't tried them with my Rega Brio-R yet, but I'm liking what I'm hearing so much with the Decware/Mac combo that I just don't want to experiment with the solid state Rega right now.

Yes, the UPOCC 17g were better in my system by a fair margin and I'm not sure if it's just the larger gauge or a combination of the braiding and gauge that made it so, as I only had those two gauges and the 17g was already braided and I couldn't take them apart (as I would have never been able to re-braid them like that again

).
That being said even though my old OFC cables are an even larger gauge at 14g ~ they are not on the same planet as the 17g braided cables. In tune with that ~ the OFC 14g are quite a bit larger than the UPOCC 20g is, but are still not as good as the 20g, although the differences between the OFC 14 and UPOCC 20g were not as drastic.
@ Mark - yes I was actually thinking about the Zu cables at one point and thought they seemed especially good bargain. I also like that connection point of Zu Speakers to Zu Cables.