For me, the boring bit of IM comes when a website needs a total update. I use ClassiPress on two sites. One I updated months ago, but one I did yesterday. It's a big task - the latest versions of Wordpress don't work with the older versions of CP, so the site had lain unmaintained for a couple of years. I was also changing web hosts so the site needed to be moved.

The site had long since stopped sending out annual payment reminders and last year I was too ill to send them manually....