In August 2004, he competed in a four-man tournament held over two days in Orlando, Florida to determine the IKF Amateur North American Super Heavyweight (+106.8 kg/235 lb) Muay Thai Champion.

[6] After turning professional, Cheek made his K-1 debut on August 13, 2005, in a tournament reserve bout at the K-1 World Grand Prix 2005 in Las Vegas II against Mike Sheppard, knocking him out in the second round.

He stopped Imani Lee with a barrage of unanswered punches in round three in the quarter-finals but was unable to continue in the tournament due to a leg injury and was replaced by Doug Viney, who eventually went on to win the title.

[14] On August 28, 2010, Cheek lost to Steven Banks via second-round KO in a fight for the WBC Muaythai United States Super Heavyweight (+104.5 kg/230 lb) title.

[15] Cheek suffered a one-sided beating at the hands of Cătălin Moroşanu, after re-tearing his MCL in the first round in their SuperKombat World Grand Prix 7 in Varna, Bulgaria bout on July 7, 2012.