True, it does seem to be the case that Tommy is left in the dark about a lot of the shit that Quinn does, but I find it highly doubtful that he doesn't know about her "restaurant" business, especially when she literally tells the MC, a stranger, about it.
No. Just...no. That would be such a cheap reveal in my opinion.
Yeah, I guess there are HOTs like Heather and Elena who, as far as I know, don't actively participate in any of Quinn's business, or perhaps they don't even know about it? There's still not a lot we know about the details so we'll just have to wait and see. Speaking of Tommy, that seems like a valid thing he would worry about, if by his "family" you mean just his mother. I'm not sure how much he cares for his step-father at the moment.