Charles Whittaker is Cayman's first ever world champion boxer with 43 knocks out, 16 losses and 2 draws. He has won a few championship belts at light middleweight and rose on the world chart, getting as high as the No. 2 IBF junior middleweight. He fought and lost to big-name fighters Mikkel Kessler in Denmark, Gabriel Rosado and Demetrius Hopkins. He contended for the No. 1 IBF Junior Middleweight title with an impressive performance representing his country. 

• Charles Whittaker vs Gabriel Rosado for No. 1 IBF Junior Middleweight Title