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Another Side of Midnight with Walter Sterling

Another Side of Midnight | 02-22-26

Walter M. Sterling gives a sprawling, long-form monologue that blends utilitarian local updates, such as an impending blizzard in the Northeast, with pop-culture nostalgia and critiques of modern infrastructure like permanent toll roads. Sterling navigates a wide variety of "everyman" grievances, ranging from the decline of traditional education—specifically the loss of cursive, analog clocks, and hard deadlines—to the predatory nature of corporate giants like Walmart. Structurally, his broadcast functions as an interactive town square, punctuated by listener call-ins that touch on everything from the merits of facial hair in politics to personal experiences with autism and law enforcement. Thematic threads of institutional mistrust and "common sense" morality bind these disparate segments together, as seen in his intense scrutiny of the Jeffrey Epstein scandal and the disappearance of Savannah Guthrie’s mother.

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