I'm re-reading this thread just now and in this case, I don't think you should talk about the past like this unless the context lends itself naturally.
Saying you would have been different, unless he asks or something like that, is not going to help. Instead, focus on your interest in the present if anything. Tell him how you do or might feel different if he would feel the same way. Indicate why you think things could be different now, and maybe or maybe not ask if he is okay trying things again at this level, and how he might feel if things didn't work out a 2nd time.
Thanks. To clarify, I am married and not intending to rekindle a relationship with this person, so after thinking about this more over the past few months I agree that referencing the past is not a good idea. I also agree I should possibly only bring this up if there is a good natural opportunity, which is unlikely to present itself since we don't see each other very often. I would really, really like to talk to him about this, but I think I should just let it go unspoken, and focus on being a supportive friend to him based on what I now know. Thanks for the feedback.
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