His radio skills were first put to use between 1942 and 1944 when, during WWII , Shepherd served as a part of the United States Army Signal Corps. Four years later, he landed his first job as a radio personality on WSAI out of Cincinnati. Between 1951 and 1953 he worked at radio station KYW in Philadelphia, but soon found himself back in Cincinnati at a different station, WLW .
It has been reported, largely by Shepherd himself, that he was offered the hosting job on NBC s Tonight Show by then host Steve Allen, who was preparing to relinquish his duties as master of ceremonies. While in Cincinnati, Shepherd hosted the late-night show, Rear Bumper. The story goes that Allen saw Shepherds show, was impressed, and wanted him to be his successor. The problem was, NBC executives were contractually bound to offer Jack Paar the gig first. If he declined, as the suits thought he would because they assumed he wanted a show during prime time and was uninterested in a late-night slot, Shepherd would be crowned the new heir to the Tonight Show throne. The execs were so certain, in fact, that they flew Shep out to New York to prepare for the job, only to find out soon after that Paar had accepted. The young radio guys primary contribution to the Tonight Show from that point on would be as a member of the viewing audience.
Jean Shepherd in WOR studio in 1970 (Ofindsen)
According to those familiar with Sheps biography, there is little evidence to support that theres much truth to that story. Much like one of the tales told by Estelle Gettys Sophia Petrillo on The Golden Girls, Shepherds story would have placed him just a half-step away from achieving a level of fame in his early thirties that most people can only dream about. However, even if the story is false, something brought Shepherd out to New York City in 1955, and that something could be given credit for the next exciting chapter in his life at WOR .
When one searches the internet for information about Shepherd, what comes up most frequently is that he is an American raconteur. This phrase wouldnt necessarily be unusual, except that the term raconteur, which is hardly ever used, is almost uniformly regarded as the official term for his job description.
Dictionary.com defines a raconteur as a person who is skilled in relating stories and anecdotes interestingly. What, then, made Jean Shepherd so recognized as such an interesting storyteller?
What comedians like to do is take something they want to make fun of, that they want the audience to have fun with, and what they will do is talk about whats wrong with it and why its stupid, comedian Jerry Seinfeld said in a 2012 appearance honoring Shepherds career. [Shepherd] did the exact opposite in so many cases. Its a very difficult trajectory in comedy to say, Isnt this wonderful?... He saw this exciting, cataclysmic drama in the ordinary.
Bob Clark Ian Petrella
In fact, Shepherd saw his popularity surge while at WOR largely because of his ordinary sensibilities. His radio show broadcasted regularly on weeknights between 1 a.m. and 5:30 a.m., and he didnt use a script or notes. He spoke on the radio like an elder around a campfire telling stories to his kin. His stories explored the simple aspects of life, often with many diversions, extraneous adjectives and adverbs, and convoluted plot twists that added more flair to the story.
Shepherd occasionally told semi-autobiographical stories about his Old Man, Jean Parker Shepherd Sr., his mother, Ann, and Randy, his kid brother. He often assumed the role of a character named Ralphie, whose life experiences closely mirrored his own. Stories about his childhood were communicated through the fictional Parker family, also of Hammond. In 1964, his stories started to appear in Playboy (for those who read the magazine for the articles). In 1966, Shep released an anthology of Ralphies stories, In God We Trust, All Others Pay Cash, which became a runaway hit and, to this day, has never been out of print.
As Bob Clark listened to the radio broadcast that day, he couldnt help but be reminded of his own upbringing. He was born on August 3, 1939, in New Orleans, but his family moved to Birmingham, Alabama, soon after. Sheps stories reflected Midwestern values and a certain simple charm that had long since been lost by the 1960s, but as Clark realized while he was listening, and as thousands of other listeners nationwide already had discovered, the values typically described as Midwestern are hardly specific to that region of the United States. Sure, Clark had probably never experienced a snow storm in Alabama, and certainly not at the University of Miami, where he attended school for Creative Dramatic Writing after reneging on his acceptance of a football scholarship at Hillsdale College in Michigan, but there isnt a child in the country who didnt wish against the odds for something they wanted for Christmas, even though their parents told them it was not likely to materialize under the tree on December 25.