When someone can be privileged even after giving up their material wealth, when the stain of privilege cannot be wiped away even after that, then that is a serious case of privilege. Things like white supremacy, generational wealth, better material conditions during the developmental part of their life like education or healthcare. When the privilege is so engrained in someone it can’t be taken off, that’s okay to hate, you can hate the rich for who they are because they do not deserve their status. If you have ever seen the avatar movie (the James Cameron one, not last airbender) the main message of that film was that a repentant oppressor can never be one of the oppressed but they can arm the oppressor with the knowledge and weapons necessary for overthrowing the oppressors own people.