Have you seen the financials of Playboy? The company did not adapt very well to the digital age, when you could get porn for free on the internet subscribing to a softcore magazine lost some of its allure. Supposedly he was worth more like $200 million or more 20 years ago which was a serious wad of cash. His estate took a huge hit when the company stock nosedived.
And look at his lifestyle, he wasn't stocking the mansion with hot dogs and Pabst Blue Ribbon. His entertainment budget probably made Charlie Sheens hooker fund look like chicken feed.
Well his lifestyle was kind of why I assumed he was worth way more. Hell I would think that the Playboy Mansion alone would be worth at least half that if not more.
