I really wanted something like this for going hiking. When you go on a four-day hike it really, really sucks if you forget something important. But there are about 20 important things, so you can't rely on remembering them all. You need to build a checklist. But this process takes a while and discourages casual hikers from going on longer hikes.
So I would love a checklist tool that I could use for this. Right now I am using jottit and just making a list; if your system worked better I would use it.