As a young boy, Glen Boles was approached by a director on Sunset Boulevard who was shooting a film. He asked Glen to run out in front of a horse. Glen agreed, made five dollars, and was hooked on the film business. He continued to act in extra roles and worked his way up into supporting roles in Hollywood films.

While shooting "Flirtation Walk" with Dick Powell, he and Powell took a boat down the Hudson. Glen fell in love with the lush landscape, as opposed to the desert in which he grew up, and when he returned to Hollywood, he shot a few more films and walked out on his contract with Warner Brothers. He moved to New York City and garnered leading roles in Broadway plays. He was in the original cast of "You Can't Take It With You" and continued acting up until WWII.

During WWII he worked as a codebreaker in South America, returned to New York and studied with Margaret Meade at Columbia University. He attained a PhD in psychology and has been a practicing psychotherapist for fifty years.