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He was apprenticed to his cousin, Sir John Fitzwarren, Mercer and merchant-adventurer, son of Sir William Fitzwarren, Knight. Again, Chichele, Lord Mayor, and his younger brother, Sheriff, and his elder brother, Archbishop of Canterbury, were sons of one Chichele, Gentleman and Armiger of Higham Ferrers in the county of Northampton.
In the December of 1663, Pepys was present at a trial in Guildhall concerning the fraud of a merchant-adventurer, who having insured his vessel for £2400 when, together with her cargo, she was worth no more than £500, had endeavored to wreck her off the French coast.
In 1688 he joined William III. Before settling down to his career as a political writer, D. had been engaged in various enterprises as a hosier, a merchant-adventurer to Spain and Portugal, and a brickmaker, all of which proved so unsuccessful that he had to fly from his creditors.
A merchant-adventurer would pay a capitalist, say, a thousand pounds as a premium to be forfeited if his ship should be lost, but to be repaid by the capitalist fivefold to the merchant if it returned.
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