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Paul Wentworth was said to be one of the cleverest men in England. A gifted linguist and shrewd diplomat, the Barbados native had been, by turns, a merchant in Portsmouth, New Hampshire, a planter on the Demerara River in Surinam, and a wealthy speculator and man of fashion in London. For all these reasons, he seemed like a natural choice to lead Britain’s last-ditch effort to dissuade Benjamin Franklin, Congress’s emissary in Paris, from concluding an alliance with France.¹ But even Wentworth was unprepared for what the famously urbane American had to say when the two met in early 1778.