I think it's natural to second-guess yourself, but that doesn't mean it's justified or deserved. But traumatic events can linger in your head. Also, I think we can all be sensitive to what people think of us - even people who don't know us well. Stoicism warns of this - we know and love ourselves better than anyone, yet we value their opinions above our own.
I just keep reminding myself the past is past. I dreamed of the past last night and it put me in a melancholy mood - I hate that. But now day is here I'm reminding myself the past no longer exists.
17K is nothing to someone who has 180K. Why feel guilty? It's not like he worked hard to earn that money. It fell in his lap.
Wave a magic wand: Guilt no more. There's no point to guilt anyway as what's done is done.