I just got a set of Jobo 2502 reels for developing C41 120 film at home .
A few tips that work for me - ymmv
The reels have to be bone dry. If not, wait until tomorrow.
I load mine in a darkroom, where I have a counter to work with - I align the two sides of the reel and set the reel on the countertop before the lights go so that the flat spot is down, and it doesn't roll.
If I am loading several rolls, I load one reel at a time, put it in the drum and put the lid on the drum, then turn on the lights (I have a dim light option in my darkroom), and set up for the next reel.
I trim the corners of the film with a pair of scissors so that the corners don't get caught in the reel on the way in.
I gently push the film about an inch into the end of the spiral - you feed these from the outside in, not like steel where you work from the inside out.
I hold the reel in my hands with one hand on each side of the reel, and my fingertips just after the opening to the spiral where the film enters the reel. My fingertips are gently on the back of the film.
Rotate the sides of the reel back and forth, walking the film into the reel. You can feel with your fingertips if something is going wrong, and you can feel the film walking into the reel.
It is easiest to use one reel per roll of film, but if you want to do two, what I find is easiest is when you get to the end of the first roll, stop with an inch or so of film still outside the reel, take your second roll, trim the corners, and tape the begining of the second roll to the end of the first, being careful to have everything lined up straight, then just continue walking the film into the reel and you will eventually get the second roll onto the reel.
Jobo has a different technique that they preach which involves walking the first roll into the middle of the reel, and then putting a little plastic thingy in place and loading the second roll - This has not always worked for me, but I am sure that there are others who have good luck with it.
There are stainless reels that work with the Jobo tanks, but I have no experience with those.