Sometimes it's hard for me to get started dealing with certain paperwork. The following idea worked for me and friend who likewise has clutter issues. We called it "movie and box supper night" (or something like that).

One night a week, one of us would rent a movie and "host" the event. We would each provide our own food (so no one had to cook). If she hosted, that meant I brought my food and a box of papers I wanted to go through over to where she lived. We'd visit, watch the movie there at her place, and go through some of our paperwork at the same time. The next week, she brought her food and her paperwork over to my place. It was fun, motivating, and also friendship-building. This might not work for everyone, but it helped us.