Dear Sarah:

When he told you “that he didn’t think this was going to work. He did add that he liked me a lot and was ‘really unsure’ if he was making the right choice, but he could have just been trying to be nice”, well, this tells me that he may have that difficulty being assertive, as I suggested may be the case.

When he broke up with you telling you he was not sure it was the right choice for him to break up with you, that is a lack of assertiveness, or inadequate assertiveness. If assertive he either breaks up with you or he does not. Doing both, kind of, is weak, and so is his current behavior, neither here nor there.

anita