My biggest wish is that there’s an easy way to contribute images to wikimedia and to link them easily with osm. As soon as that’s possible, we’ll map the world much quicker and more reliable. Someone might take pictures of benches and another one will add the info if there’s a backrest from home.
I’m working on getting a home server up and running. At that point I’d have to learn how to have some of it open to the internet while having the rest protected. I like your idea but I’m very hesitant as I don’t really know how to properly setup a server