Adam Neumann, WeWork
In September 2019, the barefoot-walking, weed-smuggling, table-jumping, and tequila-guzzling founder and CEO of WeWork, Adam Neumann, was ousted by investors. On the verge of an IPO, the company was getting scrutinized, and focus shifted on Neumann and his over-the-top lifestyle and bizarre behavior. Reports revealed that he had personally cashed out around $700 million from the company (not a good look) and was then paid $1.7 billion by SoftBank, WeWork's largest investor, to relinquish his leadership role.