20" roll should be pretty manageable. It really depends on how well you can set up for it, how much room you have, if you have enough boxes and envelopes, etc.
I cut up a 42"X100ft roll recently, and basically had to construct the whole set up in my darkroom, which was an adventure. Tape the door shut, tape over the light switches, dehumidifier, measuring jigs all set up. And minimal safelight. Certainly, the next time will be much easier. But just a little thing like bumping into an untaped wall switch, and game over!