Ruining the Family Business
My dad ran a small but successful business for over a decade but when my eldest brother started working with him he ruined us to the point that he almost made us homeless.
After he left us high & dry, my dad had spent 3-4 years trying to do damage control but ultimately had to sell the business for less than half its worth.
To this day my eldest brother has never apologized nor has taken any responsibility for his actions. I have zero respect for that scumbag. Story credit: Reddit / Puppet007