Dear Lynn:

Reads like, at this time,  you are not confused at all (“So Confused”, the title of your thread)

“He has always said he was concerned that he wouldn’t be able to make me happy in his world because of his job“- I imagine that he would feel less concerned with a woman who is okay/ happy in her world; that would relieve his concern.

“He is an over thinker and needs to play out every scenario in his head a million times before he commits to something. I feel he is introverted around women“- reads like he is an anxious person. Anxious people are often attracted to people who are even keeled, consistent; not erratic, volatile, etc. Giving him space and showing him that you are okay and calm in his absence (as well as in his presence), is your best bet, seems to me, for a romantic relationship with him.

anita