A controversial Christchurch, New Zealand-based businessman, who was once a director of a Headhunters-linked debt collecting firm, has declared himself bankrupt, Stuff reported. Richard Logan Freeman, a former heavyweight boxer and racing car driver, was put into bankruptcy on June 21. It’s understood he declared himself insolvent after the High Court awarded $350,000 in damages against him earlier this year for making defamatory remarks about earthquake advocate Bryan Staples. According to the Companies Office register, Freeman remains the director of three companies – Black and White Property, Onyx Homes and Franchise Business Systems South Island. In 2014, Freeman became a director of a company called Ironclad Securities which specialised in buying debts and collecting them. Fellow director Lyndon Richardson was a member of the notorious Headhunters gang and had been in jail for methamphetamine dealing offences. Freeman remained a director of the company between June and November 2014. Freeman’s name cropped up again in June this year when the High Court awarded $350,000 damages against him for making allegations about earthquake advocate Bryan Staples. Two intimidating men arrived at Staples’ address in 2014 and threatened to kill him if he did not pay. When Staples refused, allegations about him began appearing on Ironclad’s Facebook page. Freeman acknowledged he was the page’s moderator. Read more.