A: It's not necessarily a deal breaker and of course it depends on many factors, but the general view is probably something like this: If a girl stops school than at first it looks like she can't see things through to the end. If it got hard and she just quit, what does it say about her character? If... more
A: If your feeling good about the convo and it's flowing nicely, just give her yours (whenever, it won't matter if you're hitting it off). If she digs you she'll call, if not, then you don't have to face face to face rejection and can move on easily.