CAA Sports is stepping into the commercial ring with two-time heavyweight world champion Anthony Joshua.
Prime Video India Sets Launch Date For John De Mol Reality Format ‘Alliance’An exclusive deal, struck in partnership with Joshua’s 258 Group, will see 258 Managing Director Freddie Cunningham become Head of Client Strategy at Based out of London, Cunningham will oversee Joshua’s commercial activities, spanning endorsements, speaking, publishing and beyond, working in close collaboration with 258 Group and its family office.
Cunningham will also support CAA’s athlete business development and strategic growth across the agency’s international roster, reporting into Roman Di Somma, CAA Sports’ Head of International Talent. Joshua joins a roster of CAA Sports clients including José Mourinho, Son Heung-min, Liam Lawson, Sky Brown, Cole Palmer, Gary Neville, Laura Woods, Kobbie Mainoo and Robert Lewandowski among others.
Joshua, a two-time world heavyweight boxing champion and Olympic gold medallist, last fought in December 2025, when he dismantled Jake Paul in a Netflix fight. Later that month, he was struck with tragedy when a car crash in Nigeria led to the deaths of his close friends, personal trainer Latif Ayodele, and strength coach Sina Ghami. Joshua was injured in the incident, and the driver was later Joshua turned professional in 2013 and has compiled a professional record of 29–4.
Still considered one of boxing’s biggest draws, his next bout scheduled for July 25 when he fights unbeaten Albanian fighter Kristian Prenga. Outside the ring, Joshua and his 258 Group have made a series of strategic investments across technology, real estate, content production, health and performance, and the star as struck brand deals with the likes of Under Armour, Audemars Piguet, Hugo Boss, Jaguar Land Rover, DAZN, EA Sports, Meta and Beats by Dre.
Following the CAA deal, Joshua’s business interests, family office and in ring matters will continue to be overseen by 258, with communications managed by long term partner Soapbox, legal affairs handled by Level and promotional matters by Matchroom Boxing. Spielberg Sci-Fi Pic Now Eyeing $44M U.S. Open; WW Cume At $93MComments On Deadline Hollywood are monitored. So don't go off topic, don't impersonate anyone, and don't get your facts wrong.
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