How Long Would You Keep Ex Documentation?

How much work would it be to digitize all our files and get some secure online storage I wonder? With us busting at the seams in our house, putting the boxes of documentation from the years of "the ex" would clear up a little room. Adding all our tax documents, car stuff, medical, etc., would be a big help.

I think about it periodically but when I think about what a big job it seems like, I procrastinate. I could go through all "the ex" stuff and throw away a lot of it, but you never know when you might need something. Who is to say what the future will bring? Hopefully no more court or major fighting but who really knows? It would be my luck to throw something away and then find I need it a month later. Plus, I think I'd get angry and/or depressed all over again having to go through all those boxes and reliving how horrible the early years were.

How long would you keep documentation from your dealings with your ex?