Jeff Regan, Investigator, which aired on CBS Radio from 1948 to 1950, represented a crucial evolutionary step in Jack Webb's career between his hard-boiled waterfront detective characters and his legendary creation, Dragnet. Unlike his previous protagonists Pat Novak and Johnny Madero, who were tough guys taking whatever jobs they could get, Jeff Regan was a fully licensed private investigator working for Anthony J. Lyon's International Detective Bureau in Los Angeles. Webb's famous introduction—"I get ten a day and expenses...they call me the Lyon's Eye"—established both the character's modest circumstances and his complex relationship with his penny-pinching, opportunistic boss. This employee-detective dynamic created unique dramatic tension, as Regan often found himself thrust into dangerous situations by Lyon's poor judgment rather than choosing his own cases. The series featured sophisticated writing by mystery veterans like E. Jack Neuman and Jackson Gillis, and showcased Webb's movement toward the more restrained, realistic style that would later define Dragnet, moving away from the over-the-top similes and metaphors of his earlier hard-boiled characters.

Webb left the series in December 1948 after CBS refused his request for a modest raise, using the time to develop what would become Dragnet. The show was revived in October 1949 with versatile voice actor Frank Graham taking over the title role and Frank Nelson (from The Jack Benny Program) as the new Lyon, creating a lighter, more comedic dynamic. Paul Dubov also substituted for several episodes during this period. The series came to a tragic end when Graham took his own life in September 1950, with the final episode airing the day after his death. Though confined to CBS's West Coast network and never achieving national distribution, Jeff Regan, Investigator stands as an important bridge between radio's stylized hard-boiled detective traditions and the more realistic police procedurals that would dominate the 1950s. The show's emphasis on the economic realities of detective work and its focus on working-class concerns helped establish the grounded approach to crime drama that would influence the medium for decades, making it a significant stepping stone in the evolution of both Jack Webb's career and radio detective drama as a whole.

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