A fifty-foot 20-channel snake is also way too heavy and large to fipcoil in hand. But it's quite possible to flip-coil onto the floor, or into a box. There are other techniques for solving the problem, of course. Including flipcoiling 50' from one end, then 50' from the other.
Of course it's also a lot more expensive than an extension cord, and a bit more fragile, and harder to replace if we start setting up and then discover that we've damaged it,
If you don't mind shortening the life of your cables AND losing portability by always needing the mechanical assist AND building a bad habit... well, your call. Though actually in that case I'd recommend you consider a reel with sliding contacts in the hub so the cable always pays straight out and winds straight back in; that too will avoid the twisting that damages the cable, and for power a bit of sloppiness in the contacts won't kill ya.