After doing over a hundred such connections a few weeks ago for an RV park pedestal installation, I believe that organizing multiple wires in a box (these pedestals had four 4/0, two 2/0 and two #4) is important but cutting to the correct length is key. Don't try to create a loop or put a large S bend in them unless you've got plenty of working space. Even then, it shouldn't be necessary to have a lot of excess length.
My work process was to organize the wires so they weren't crossing one another, and so the box had grounding at the back, grounded in the middle, and phase at the front. I install the 4AWG grounds, then the pair of grounded conductors, then the phase pairs. I bent, cut and stripped each wire at a time...trying to cut everything at once, or even just two wires, can sometimes lead to a surprising mistake of cutting a wire too short if it has to bend around another.
I use a boot knife to strip, sometimes using my small cable cutters to start the circular cut then carefully completing it with the boot knife to avoid nicks. This extra step is something I do after about twenty such wires, when my hands are getting tired.