Funaki debuted in the main event of Pancrase's first show, taking on apprentice and training partner Ken Shamrock. Although Funaki led the pace of the match earlier with strikes, Shamrock captured his back, took him down and eventually submitted him with an arm triangle choke, winning the fight. The victory elevated Shamrock to star status and launched the MMA career of both men. Masakatsu got his first victory at the next event, showing his submission skills by catching Ryushi Yanagisawa first in a heel hook and later in a kneebar in under two minutes for the victory. He would then face Dutch fighter Cees Bezems, who threw illegal closed-fisted punches during the match. In response, Funaki executed a takedown and submitted him with a top wrist lock; after the tap out, Funaki again locked in the hold as revenge, and had to be restrained by the referee. Funaki closed the first four Pancrase events with a win against Kazuo "Yoshiki" Takahashi, overwhelming him with palm strikes and knees to the face for the KO.