Yet despite this initial good fortune, Freshwaters didn’t stay out of trouble for long. Although it was prohibited by his probation terms, he somehow managed to acquire a license and again got behind the wheel of a car. As a result, Freshwaters soon found himself at the mercy of the law once again.
Consequently, in February 1959 Freshwaters was imprisoned at the Ohio State Reformatory in Mansfield, OH. Months later, he managed to get himself transferred to a nearby prison camp, where inmates worked without supervision as part of an honor system. And, perhaps unsurprisingly, Freshwaters soon formulated a plan to escape.
On September 30, 1959, he subsequently disappeared from the camp near Sandusky, a city on the shores of Lake Erie. And for the next 16 years, authorities searched fruitlessly for the missing man. Then, however, in 1975 they eventually had a break in the case.