In order to get the 80% on the wires I generally say 2X3 wire or 3X2 wire run together. No 100% rated breakers or 3 current carrying conductors max run together.
The hole should be big enough to allow all the conductors to run freely. I stop short of asking for max 40% fill of the hole diameter but it is still a good ideal to allow for holes big enough to easily allow the addition of another cable or two.
No derating on communications cables but they can stuff too many cables in a hole too.