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Reflecting on this period, Stockwell said, “A lot of demands were placed on me that should not be placed on a child, at all, ever … I resented the whole thing.” Though he did get more enjoyment out of some of the sillier movies he got to do, such as The Boy with Green Hair, of which Stockwell said, “during the production, I did feel that I was part of something that meant something to me.” This complicated attitude toward acting resulted in Stockwell taking a break from movies to concentrate on school full time as a teenager. He first appeared on Broadway at the age of seven and then was cast in a small role in 1945’s The Valley of Decision, which gave way to bigger parts in movies like the Gene Kelly musical Anchors Aweigh and the Oscar-winning Gentleman’s Agreement. Both of his parents were actors, so it was only natural that Stockwell would get the bug as a child. To understand Dean Stockwell’s career, a good place to start is with the idea of acting in movies as a mere profession.
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Fortunately, in 1988 he was given the chance to stretch out a bit with a more substantial role as Tony “The Tiger” Russo, the mafia boss villain in Married To The Mob, a role which garnered Stockwell’s only Oscar nomination and helped cement a career that had as many ebbs and flows as the film industry itself. For much of his career, he could be considered a consummate ‘that guy’ - the type of character actor who shows up in a scene or two and knocks it out of the park, the most memorable being the way he briefly hijacks Blue Velvet with his weirdly haunting rendition of Roy Orbison's “In Dreams”. What’s more miraculous is the way that Stockwell managed to have such a long and storied career in show business while somewhat remaining on the fringes.
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In fact, his career managed to encompass the majority of the existence of the film industry, as he started working as a child actor in the 1940s and continued working on and off in TV and film until retiring in 2015. With the recent passing of Dean Stockwell, it's apparent that the actor had a lot of recognizable roles that people loved him for while his career remains one of the more distinctive in Hollywood history.