His answer is that he's a dork, a loser, stupid, slow, awkward, reserved, inadequate, unsexy, is not handsome/rich/smart enough to be my husband, etc. These are just a few of the things I've heard come from his mouth as to why he feels this way.

I tried a different tactic earlier this week, in regards to this convo. I simply stated, Stop saying those things about yourself. They are negative and I don't like them. They also are not true.

And I left it at that. I would not continue the convo beyond that and that's where it ended. He responded, You're right, I will stop doing that.