Not an exact match to your wording, but the first thing that comes to mind is

**Costanza**

For white Americans of a certain age, the most powerful example of the kind of wrongness being described is [an episode of *Seinfeld*](https://en.wikipedia.org/wiki/The_Opposite) where the character George Costanza realizes that every single decision of his life has been the wrong one. He reverses course and consciously opts for the *exact* opposite of any decision he needs to make. By the end of the episode, he has a lovely girlfriend, a new home, a better relationship with his parents, and a job working for the New York Yankees by insulting their owner George Steinbrenner to his face.

https://www.youtube.com/watch?v=cKUvKE3bQlY

As far as phrasing, you'd just work his name into a simile or metaphor or one of the informal expressions like *pull a...*, *did a...*