In 1953, Oluwale was charged with disorderly conduct and assault following a police raid on a nightclub. He subsequently served a 28-day sentence. In prison it was reported he suffered from hallucinations, possibly because of damage sustained from a truncheon blow during the arrest. He was transferred to Menston Asylum in Leeds (later called High Royds Hospital, now closed) where he spent the next eight years. He was treated with a variety of techniques, allegedly including electroconvulsive therapy and various drugs (hospital records have since been lost).