There isn't a lot of people thinking, gee, I want an unfamiliar license, so you're going out on a limb by showing someone a new one. Just like if you made a fork of bash with some new feature and were like, "here, use this".

If you want your software to be used, yes it matters very much.

matters a lot, most orgs have a whitelist of permitted licences, and if some software you want to use isn't on it you have to jump through loads and loads of hoops, so much its usually not worth it.