In 1967, he was involved in a shootout which led to the death of a police officer John Frey and injuries to himself and another police officer. In 1968, he was convicted of voluntary manslaughter for Frey's death and sentenced to 2 to 15 years in prison. In May 1970, the conviction was reversed and after two subsequent trials ended in hung juries, the charges were dropped. Later in life he was also accused of murdering Kathleen Smith and Betty Patter, although he was never convicted for either deaths.