This 1960's photo shows Playboy Magazine founder Hugh Hefner working at the Playboy offices in Chicago, Illinois. Media outlets are reporting May 24, 2009, that Hefner is looking to sell Playboy Enterprises for 300 million USD. The company announced at the beginning of May a loss of 13.7 million USD in the first quarter of 2009, tripling its loss from the same time in 2008.