I've used the 3106 to make XLR5->2x XLR3 breakout cables for a mid-side microphone. It was easy to work with and I'd certainly use it again, but I'm not sure it would be my first choice for a long run. Since it is essentially two cables fused together I'd be worried about it being unruly when coiling a long length. That said, I've only used it for <2ft breakouts so I have no experience with long pieces.
Yes, that's my only hesitation on it as well. The cables I would be building would all be in the 25-50 ft range. I have a very similar side-by-side fused cable Jon at Naiant made for me as a TA4 extension which I use between my TA4-terminated DPA 4061s and my PFAs. It's only about 15 ft and is smaller than 3106, I believe it is a Belden cable stock. It doesn't coil all that neatly, but I don't really mind with the short length.
Ease of coiling / un-coiling is one of the reasons I want to get away from fully Techflexed snakes. The two I have from Ted are beautifully made and will last forever, but when I need to set up in a hurry, the long lengths often tangle. In contrast, my 50ft mono Canare cables pay out easily and never tangle.
Mogami 2930 looks like it may be the best of both worlds here. Have you found that you needed to heatshrink or techflex the entire fanout portion? Or, are the individual channel jackets sturdy enough to stand on their own, with just your typical shrink at the Y for reinforcement and maybe a short length at the connectors for strain relief?
Another approach you could try... If you use 2 small diameter cables, then you spin them around each other as a twisted pair, taping them every few inches or so. then techflex them together, I think this would make them coil much easier. What makes 2 cables hard to coil is the cables get twisted in opposite directions, and those twists work against each other.
That's an interesting idea, but I have long cables that are fully techflexed already and I want to go in a different direction.
I think the Mogami 2930 is the winner here, especially as I now have a short sample of it in hand from a generous member here who I will keep anonymous lest the entire form hit him up for cable samples.

I have also just placed an order with EFKSOUND for
four of these 3D-printed XLR caps that allow you to adjust exit angle for low-profile connectors, and don't require any drilling of the XLR shell at all. (Be advised, he is not printing any new stock until sometime in December, but I emailed and he had two each of red and black that he was able to sell me.)
Thanks to everyone for sharing your experience and advice.