$300 million to $400 million max. It's debatable though, as most sources say $300 million, yet Forbes says $400 million. Nobody will know the exact number, yet it's safe to say his career earnings were somewhere between $300 and $400 million, and one blog simply says his career average of earnings was at $350 million. So, my guess would be about $350 million.

Mike Tyson, The Baddest Man in the Planet?
http://nepsinct.blogspot.com/2007/11/mike-tyson-baddest-man-in-planet.html

According to Wikipedia, " Tyson is said to have squandered nearly $300 million in ring earnings through lavish spending and bad advice. In 2003, amid all his economic troubles, he was named by Ring Magazine at number 16, right behind Sonny Liston, among the 100 greatest punchers of all time."

According to the ESPN article in the source, "Tyson's purse for the fight was $5 million, but he is in bankruptcy after blowing some $300 million in career earnings. Most of the purse will go to his creditors. That was one of the main reasons he continued to fight."

Forbes estimates $400 Million.

Forbes estimates that Tyson, who claimed bankruptcy back in 2003, has blown as much as $400,000 million. Below is a direct excerpt from Forbes.com on Tyson. It details some of Tyson's estimated losses.

From Forbes: One estimate pegs Mike Tyson's career earnings at $400 million. But the hard-punching heavyweight declared bankruptcy in 2003. Tyson, who earned up to $30 million for some of his fights, lived beyond his considerable means. ''He spent enormous amounts of money that were inappropriate at best,'' a lawyer for Tyson's ex-wife told The New York Times. ''Part of it can be attributed to a lack of willpower. Part of it can be attributed to people who he let get close to him and depended on his goodwill and took advantage of him.'' Documents from his divorce stated that he spent $400,000 a month. -- Forbes' excerpt end.