Countdown to Freedom - "Imagine Alexander Hamilton dares you to do the UNTHINKABLE" with Brianna Lyman
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Brianna Lyman
Imagine Alexander Hamilton dares you to do the UNTHINKABLE to George Washington -- and you accept the bet, a bet you'll regret immensely afterwards.
A special edition of Countdown to Freedom to honor the great statesman, George Washington
Grok Analysis
"The primary source for this story is an undated anecdote transcribed in The Records of the Federal Convention of 1787 (Vol. 3, edited by Max Farrand, 1911), available on ConSource at the link you provided. It describes the event as happening during the Convention in 1787, at one of Washington's stated evening receptions for friends, but no specific date (day or month) in 1787 is mentioned in the original anecdote or most historical retellings.
The Constitutional Convention ran from May 25 to September 17, 1787, so the incident must have occurred sometime in that window during an evening social gathering (Washington hosted such receptions periodically). Some secondary accounts or blog posts speculate or place it around late July (e.g., associating it loosely with July 30 in daily Convention journals), but these are not based on direct evidence from primary sources— they're illustrative or illustrative placements rather than documented dates."
References:
Countdown To Freedom Series - Brianna Lyman (The Federalist)
Brianna Lyman
@briannalyman2Proud American; DAR 
Host: Countdown to Freedom @FDRLST;
TV talker; Claremont Institute Publius Fellow 2025;
RT’s≠endorsements; Insta: Brianna.lyman