The Twilight Zone (’59–’64)

Season 4 Episode 14:

Of Late I Think of Cliffordville

Aging tycoon William Feathersmith is bored with life and makes arrangements through a devilish travel agency to return to the Cliffordville of his youth and start all over again.
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About The Twilight Zone (’59–’64):

Rod Serling's seminal anthology series focused on ordinary folks who suddenly found themselves in extraordinary, usually supernatural, situations. The stories would typically end with an ironic twist that would see the guilty punished.