On Nov. 5, 2024, Donald Trump won a second non-consecutive term in the White House. Trump’s triumph drew comparisons to the 1892 reelection of Democrat Grover Cleveland — the only President other than Trump to regain the White House after he previously lost re-election. Cleveland won in 1884, lost in 1888, and recaptured the presidency in 1892. Like Trump, he maintained popularity within his party despite losing. This support enabled Cleveland to cruise to the 1892 nomination, and he capitalized on Republican struggles to recapture the White House. Yet, while his second election was a triumph for the Democratic Party, it ended up demolishing the party for a generation. Cleveland’s e
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