Eastman then decided that he wanted to challenge himself in the rising world of mixed martial arts, and began training in Muay Thai.
Roufus was dominant for the first two rounds although Eastman did score a flash knockdown when he caught a low kick and countered with a right cross in the second.
[1] Eastman made his Ultimate Fighting Championship debut at UFC 43 against another future UFC Light heavyweight titlist Vitor Belfort, Belfort delivered a knee to Eastman's forehead that dropped him resulting in quite possibly the largest cut in recorded mixed martial art history, thus losing via technical knockout due to strikes in just 1 minute 7 seconds of the very first round.
[2] In his third and final outing in the promotion, Eastman fought Ray Sefo in a non-tournament bout at the K-1 World Grand Prix 2004 in Las Vegas II on August 7, 2004.
Both men traded heavy leather early on and Eastman took a time out after being poked in the eye by Sefo's toes during a high kick attempt.
Shortly after his second UFC defeat, Eastman lost a split decision to Jason Lambert at KOTC's Mortal Sin event.
In 2006, Eastman became the Elite Fighting Championships (EFC) Light heavyweight Champion with a majority decision win over UFC and PRIDE veteran Travis Wiuff.
On July 22, 2006, the WFA reemerged with King of Streets featuring Quinton Jackson, Matt Lindland, Bas Rutten, and Lyoto Machida, among others.
He returned to the Ultimate Fighting Championship at UFC 81 on February 2, 2008, defeating "Dangerous" Terry Martin in a dominant unanimous decision.
In October 2008, Eastman lost to PRIDE and Spirit MC veteran Denis Kang by knockout 48 seconds into the opening round.
Eastman faced Dmitry Zabolotny at Lou Neglia's Ring of Combat XL in Atlantic City, New Jersey, on April 27, 2012, he won the fight via unanimous decision.
Making his return to Muay Thai, Eastman was initially set to fight Ricardo van den Bos for the vacant WPMF World Super Heavyweight (+95.454 kg/210.4 lb) Championship at Muaythai Superfight in Pattaya, Thailand on May 13, 2013.