This looks interesting: A Man of Iron: The Turbulent Life and Improbable Presidency of Grover Cleveland by Troy Senik.
The author is quoted in the New York Times on the parallels to Donald Trump possibly seeking another term after defeat: “Unlike Donald Trump, Grover Cleveland largely stayed out of the public eye after losing re-election in 1888, rarely spoke in public, and was deeply hesitant about running for another term.”
A Man of Iron
The Turbulent Life and Improbable Presidency of Grover Cleveland
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