In 2002, Masaaki fought Quinton “Rampage” Jackson at Pride 20. The fight started slowly, but Jackson walked through Satake's punches and performed a powerslam, followed by multiples knees and punches from dominant positions. Satake eventually managed to stand, only for Jackson to grab his waist and execute a German suplex, making Satake land on his head. The fight was immediately ruled a TKO win for Rampage while Satake was rushed to the hospital, where a cracked skull and a gravely injured neck were diagnosed.