YAY
SQUIDS SQUIBS.
1) Yes, you can totally have an occupation for a Squib! I can stick that on for you now. <3
2) A second opinion would be needed on this, perhaps, but in my own, I think it depends on what that is. An object or something would. I believe you mean an ability, though, so I'd say not exactly. The way I look at it is physiologically: a lack of magic in a person is like a paralysis of the muscles, or maybe a lacking feature in the immune system, and a special ability is like the ability to do something extremely unusual with either of those things—on top of those things—so it doesn't entirely make sense in my view. I think that magical special abilities depend on some sort of magic to 'fuel' or act as a 'base' for them, so someone with an ability wouldn't be a Squib. That's me, though.