Henry is the Managing Director of the 258 Group, the private office of heavyweight boxer Anthony Joshua. The 258 Group was established to support the ecosystem around Anthony, with key pillars including real estate, investments, athlete management, and philanthropy. With a background in commercial sports, Henry has worked alongside Anthony for over seven years. In recent years, Henry has supported Anthony in establishing and expanding his private office. In addition to overseeing the Group, he leads 258 Ventures, the private equity arm of the office, which operates with a multi-stage investment mandate.