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American History

How Timothy Dexter Turned Ridiculous Ventures Into Riches

Dexter - Timothy Dexter
Timothy Dexter. New England Legends
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1.     Just How Dumb Was Timothy Dexter?

Dexter - Timothy Dexter's punctuation page, for readers to use wherever they saw fit
Timothy Dexter’s punctuation page, for readers to use wherever they saw fit. Imgur

Dexter complained about politicians, men of the cloth, and his wife in his book. He self-published the first edition, but incredibly, the book did well. So eight more editions – and paid ones at that – followed. In response to complaints about the lack of punctuation, Dexter added a page to the second edition, with eleven lines of punctuation marks. He instructed readers to help themselves, and insert the punctuations wherever they thought they were needed. Or as he put it, that “thay may peper and solt it as they plese”. When he died in 1806, Dexter’s obituary judged “his intellectual endowments not being of the most exalted stamp”. Still, despite all the dumb moves, he lived the American dream, went from rags to riches, and died in a mansion a very wealthy man. So just how dumb was he, really?

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Where Did We Find This Stuff? Some Sources and Further Reading

Dexter, Timothy – A Pickle for the Knowing Ones (1805)

History Collection – Remarkable Historic Blunders These People Should be Embarrassed About

Historic Ipswich – Lord Timothy Dexter

Knapp, Samuel Lorenzo – Life of Lord Timothy Dexter, With Sketches of the Eccentric Characters that Composed His Associates, Including His Own Writings (1858)

New England Historical Society – Timothy Dexter, the Ridiculous Millionaire Who Sold Coals to Newcastle

Priceonomics – The Strange Life of ‘Lord’ Timothy Dexter

Written by

A lifelong history buff, I developed a particular passion for WW2 history as a child, when I spent hours listening to my grandfather, enraptured, as he recounted his wartime experiences in the British East African Campaign and with the British 8th Army in North Africa.

I graduated with a history BA from George Mason University, then went on to get a JD from the University of Virginia School of Law. After lawyering for a decade, I moved to sunny Rio de Janeiro and a less demanding career, opening a tourism agency in Copacabana.

A big chunk of my free time is spent blogging (you can follow me on Quora https://www.quora.com/profile/Khalid-Elhassan ) or freelance writing, mostly about my favorite subject, history.

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