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FDR vs Dewey in 1944 would be by far the most interesting one imo. mainly because seeing them debate over questions over things like how to handle the post-war international order and civil rights would be fascinating to listen too especially on civil rights
Grover Cleveland vs. Benjamin Harrison in 1892, so we would know what a debate between an incumbent president and a former president each seeking a second term is supposed to be like.
Harrison’s wife Caroline died two weeks before the election. Harrison and Cleveland did little campaigning as a result — Harrison to care for his wife, and Cleveland out of respect. A debate between those two would have been a muted, somber, and dignified.
Pierce vs. Hancock
Lincoln vs. Douglas vs. Breckinridge vs. Bell
Wilson vs. TR vs. Taft
Hoover vs. Smith
Stevenson vs. Eisenhower
Also, while they ran after 1960, I always have regretted that there's no Goldwater vs. LBJ or Nixon vs. McGovern debate to look back on
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JQA-Jackson-Clay-Crawford
The follow up debate would be the funniest shit I’ve ever seen
“Now please all tell us what do you criticise the most about each other” That question could have started a political war
Jackson would duel them 3 v 1
Jackson would beat Clay to death on TV while JQA gets roaring drunk and Crawford cries behind his podium
Douglas vs Lincoln, Jefferson vs Adams, Jackson vs JQA, Taft vs Wilson vs Roosevelt.
Teddy and Taft. Jackson and JQ Adams. Adams and Jefferson. Cleveland and Blaine. Clay and Polk.
“Et Tu Brute?” *Taft saying to TR*
Cleveland: yep, my kid. Next question.
Ike vs Stevenson would be cool. Either that or FDR vs Hoover.
I would love to see William Jennings Bryan debate McKinley or Taft
Jefferson vs Adams would have been interesting, to the point that if it was televised it could probably swing the election in Adams favor.
Truman would’ve roasted Dewey a new one.
Harry Truman woke up to a shot of Old Granddad and would rip modern politicians a new one before breakfast
FDR vs Dewey in 1944 would be by far the most interesting one imo. mainly because seeing them debate over questions over things like how to handle the post-war international order and civil rights would be fascinating to listen too especially on civil rights
FDR versus anyone really
Any debate with Bryan he was an incredible speaker
Washington and Monroe with themselves. But seriously, Grant and Greeley might have been interesting.
William Jennings Bryan by far. Adlai Stevenson would also be good
Lincoln-Douglass 1858. That was a barn burner series of debates.
Easily Harry S. Truman vs. Thomas E. Dewey 1948!
Dewey and Truman would be fun.
1796/1800 easily
Daniel Webster
1944: FDR & Dewey
I wish I could've seen Roosevelt eviscerate Hoover on the economy in '32. It would have been the stuff of legends.
Lincoln v. McClellan
Is it just me, or does Teddy look like he's prepared to start hitting Taft and not stopping until he's physically pulled away by one or more people?
He’s got resting attack mode face
Anything with Lincoln
Debs against TR would be cool.
Grover Cleveland vs. Benjamin Harrison in 1892, so we would know what a debate between an incumbent president and a former president each seeking a second term is supposed to be like.
Harrison’s wife Caroline died two weeks before the election. Harrison and Cleveland did little campaigning as a result — Harrison to care for his wife, and Cleveland out of respect. A debate between those two would have been a muted, somber, and dignified.
> A debate between those two would have been a muted, somber, and dignified. ❤️
James Monroe vs.
Pierce vs. Hancock Lincoln vs. Douglas vs. Breckinridge vs. Bell Wilson vs. TR vs. Taft Hoover vs. Smith Stevenson vs. Eisenhower Also, while they ran after 1960, I always have regretted that there's no Goldwater vs. LBJ or Nixon vs. McGovern debate to look back on
Teddy or Ike.
Andrew Jackson!
FDR v Rule 3.1 Edit: Rule 3.2 is fine as well.
Teddy Vs FDR
Imagine the dinner table conversation.
Wilson, Teddy Roosevelt and Taft