I also kinda struggle with curent backgrounds, since none of them fits my character entirely. :-/
I really hope we get more, but even if, some "custom" background would be mostly appreciated. ^_^

And i think your idea with checking boxes would be perfect for that kind of thing ...
You get some options and simply checks what your character like (read as: What inspires him) ...

You know, like when you want to play some character like Gray Fox, or Robin Hood, or dunno there is plenty honorable thieves in literature, pick your favorite. laugh
So you want to create character that do have Crimminal history, but is not inspired with breaking every and any law that there is, killing inocents and betraying anyone s/he meet ... then you would choose Crimminal Background ... set of (dunno how many) Boxes would apprear and you would pick:
Thievery: ✓
Escaping from Prison: ✓
Hoarding gold: ✓
Helping the poor: ✓
Murder: X
Killing inocents: X
etc.
And then, since you un-checked two Inspiration sources, you would get option to pick them from other backgrounds.
This way we would be able to create litteraly any set of prefferences for our characters we would like. ^_^

The only problem i see here is that we would get exact tutorial for gaining our inspiration. :-/
It have its own magic, when you do something bcs its someting you just would do with that character ... and sudently you are inspired, this could kill that charm. frown


I still dont understand why cant we change Race for our hirelings. frown
Lets us play Githyanki as racist as they trully are! frown