Sunday · November 15, 2026
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Tribune reporter shot dead in the Randolph Street underpass; his paper offers $25,000 for the killer

A thin, blue-eyed man put a .38 slug in Jake Lingle's head in front of dozens of witnesses as he walked to the racetrack.

By the afternoon of June 9, 1930, Jake Lingle was one of the most connected men in Chicago — a Tribune legman who earned $65 a week but kept more than $60,000 in the bank. He left the Sherman House Hotel headed for a racetrack in Homewood, walking through the underpass at the Illinois Central Randolph Street station, when a thin, blue-eyed man raised a .38 caliber pistol and shot him once in the back of the head as dozens of people watched. The Tribune offered a $25,000 reward and lionized him as a martyred journalist — until other reporters began uncovering that Lingle had been setting beer prices in Chicago, running gambling operations, and keeping a suite at the Morrison Hotel on a reporter's salary…

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