Be kind to him, and call him out gently if you notice he's putting himself down or seems to be preemptively backing out of a situation because he thinks he said the wrong thing.
It helps if you stop and explain what you meant clearly so there's no misunderstandings.
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It helps if you stop and explain what you meant clearly so there's no misunderstandings.
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[Even if he'll be a little hypocritical trying to keep him from fleeing a conversation.]
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That's the ticket!
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