By Kenneth Madaki
Two-time heavyweight world champion, Anthony Joshua, has signed a commercial representation deal with CAA Sports, joining a star-studded roster that includes José Mourinho and Robert Lewandowski, in an arrangement struck in partnership with the boxer’s 258 Group.
As part of the deal, 258 Group Managing Director Freddie Cunningham joins CAA Sports Talent Group as Head of Client Strategy.
Based in London, Cunningham will oversee Joshua’s commercial activities across endorsements, speaking engagements and publishing, working alongside 258 Group and its family office, while also supporting the agency’s broader athlete business development across its international roster. He will report to Roman Di Somma, CAA Sports’ Head of International Talent.
Joshua joins a CAA Sports client list that also features Son Heung-min, Liam Lawson, Sky Brown, Cole Palmer, Gary Neville, Laura Woods and Kobbie Mainoo, placing him among an elite group of athletes and sporting figures represented by the agency.
The 36-year-old, who turned professional in 2013 and has held heavyweight world titles on two occasions, last fought in December 2025, stopping Jake Paul in the sixth round of a bout streamed on Netflix from Miami.
Later that month, Joshua was involved in a car crash in Nigeria that killed his personal trainer, Latif Ayodele, and strength coach, Sina Ghami, leaving the boxer himself injured. The driver involved in the incident was subsequently charged.
Joshua is set to return to the ring on July 25, when he faces Kristian Prenga in Saudi Arabia.
Beyond boxing, Joshua and 258 Group have built a portfolio of investments spanning technology, real estate, content production and health and performance, with the fighter having previously held brand partnerships with companies including Under Armour, Audemars Piguet, Hugo Boss, Jaguar Land Rover, DAZN, EA Sports, Meta and Beats by Dre.
Following the agreement with CAA Sports, Joshua’s business interests, family office and in-ring matters will continue to be overseen by 258 Group, with communications remaining with Soapbox, legal affairs with Level, and promotional matters with Matchroom Boxing.