Milo Yiannopoulos – -$2 Million

Milo Yiannopoulos is a public speaker and political commentator who has had his fair share of controversial statements in the past. He has already experienced how it feels to be a millionaire but it looks like he didn’t manage his finances well. In fact, he in dire need of debt relief these days.

Sources say he owes as much as $2 million to different financial brokers and lawyers. Yiannopoulos has been focusing more on his writing work in recent years. His most recent publications are called How to Be Straight and How to Be Poor.