You may return from a date with your head spinning? He said he didn’t like his job, is that an issue? She said she doesn’t get along with her mother, should I be concerned? The way he spoke about his time in Yeshiva left me with an uncomfortable feeling; is that anything to go by? Her frequent switching of employment leaves me rather uneasy; should I let this bother me? It is very common to have concerns about something that came up on a date.
You need to understand something that may seem contradictory. On one hand, trust your gut; listen to your instincts. If something feels wrong, don’t brush it aside. On the other hand, don’t just accept it either; it is entirely possible that you have a misunderstanding. Speak it through with someone wise, and figure things out carefully.