Well, if the break up was due to these "issues" of yours that you've been working through, & not because he was a jerk or a bad person or something like that, and if you're "in a better place" now, maybe it was just bad timing before & it might work this time. Sometimes the conditions are just not ideal at the we fall for someone, but then things change, & we're better equipped to be in a relationship. Could that be the case with you?