Haseman eventually was chosen to participate in RINGS's first world mixed martial arts tournament, King of Kings 1999. His opponent would be the renowned Japanese fighter Tsuyoshi Kohsaka, who came from fighting multiple bouts in Ultimate Fighting Championship. Haseman controlled the first round, executing repeated armlock attempts on a defensive Kohsaka, but the Australian was unable to finish him, and this carried to the second one, where Kohsaka took over the grappling exchanges. Entering the third round already tired, Haseman turtled down and continued fighting from the position, only for the Japanese to counter him and grind him with strikes. The match ended with Haseman defending a guillotine choke attempt, and it saw the judges eventually awarding the split decision to Kohsaka. Although eliminated from the tournament, Haseman won a bonus fight, submitting American wrestler Brad Kohler by armbar from the bottom in 1:11.
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The rest of 2000 was an active year for Haseman as well, submitting most of his opponents and fighting to a decision with future UFC Welterweight Champion Matt Hughes. In September, he was defeated by fellow UFC champion Jeremy Horn in the first time Haseman fell on a submission move.
He returned at the next edition of King of Kings, being pitted first against Carlson Gracie trainee Carlos Barreto, who outweighed him by 30 pounds. The bout was primarily fought on the feet, with Barreto enjoying the reach advantage and cutting Haseman on his forehead with a punch, though also with Haseman returning the favour with a right hook that downed the Brazilian. At the end, Haseman won by unanimous decision after controlling the last round. Haseman next faced professional wrestler Yoshihisa Yamamoto, but the match turned into an upset when the latter, who had been consistently dominated except by an armbar attempt, hit several glancing leg kicks that damaged Haseman's leg. Chris lost by KO and was eliminated.
Haseman later competed at the RINGS 2001 Middleweight Championship Tournament, where he choked out famous ADCC competitor Alexandre "Cacareco" Ferreira before falling to Gustavo Machado. His last bout in RINGS would be against Fedor Emelianenko.