Use a changing bag, if something goes wrong (or you get nervous...) you can relax and repeat again. If you are in the dark, you must finish once you start;
I use a film extractor, I don't break (or open anyway) the canister. That allows me to revert the loading and put all the film inside the canister if something goes wrong. Then I can open the changing bag and check that everything is in place, where the problem was etc. It is nice to be able to start from scratch, e.g. if you forgot to insert the tank lid inside the changing bag.
If there wasn't some difficulty to overcome, it would be less rewarding
Fabrizio