J. L. BELL is a Massachusetts writer who specializes in (among other things) the start of the American Revolution in and around Boston. He is particularly interested in the experiences of children in 1765-75. He has published scholarly papers and popular articles for both children and adults. He was consultant for an episode of History Detectives, and contributed to a display at Minute Man National Historic Park.

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Friday, April 24, 2026

William Jackson in and out of the Boston Jail

One month after he’d decided to sail out of Boston with his goods, the brazier William Jackson was locked up in the town jail, suspected of stealing from his fellow merchants.

Cdre. John Manley had captured him on the Elizabeth. Crowds in Newburyport, Salem, and Boston had jeered him. The Massachusetts Council had ordered him into prison.

Bostonians already had some reasons to dislike Jackson. The great fire of 1760 started in his shop. He defied the non-importation movement in 1770, and on top of that he hosted Capt. Thomas Preston before the Massacre.

Then in 1774 Jackson signed the complimentary Addresses to Govs. Thomas Hutchinson and Thomas Gage. He stayed in town when war broke out. He joined the Associators, the Loyalist militia formed in Boston during the siege, though he tried to explain that away:
General [William] How…isued a Proclamation for the Inhabitants to Associate themselves and bear Arm’s in defence of the Town, being what I did not thing [think] was my duty I did not sing [sign],

sometime After he Isued another recommending to the Inhabitants to Associate themselves for preserving the peace and good Order of the Town by preventing any Riotous doings by the Soldier’s or other’s which I thought Incumbent with every good Citizen to comply
The Patriot government naturally looked askance at any “associators” who fell into its hands.

At the same time, William Jackson had some local support. Unlike Crean Brush and the other merchants locked up alongside him, Jackson had grown up in Boston. His mother Mary and older brother James still lived there. His shop sign, the Brazen Head, was a long-time landmark for locals and visitors.

The jailers had been ordered not to let Jackson have pen and paper, but he could ask his family for help. He stated, “after my Committment my brother wrote Mr [Joshua] Wentworth for my Baggage.”

More surprisingly, other members of Boston’s business community spoke up for him. I already quoted Isaac Smith, Sr.’s comment that he hadn’t really done anything bad. A few years back, Chris Hurley told me that Jackson garnered letters of support from selectmen John Scollay and Samuel Austin, printer John Gill, and other Patriots. (Among those names is John Peters, who could be the future husband of Phillis Wheatley.)

Later William Jackson would tell the Loyalists Commission that he was let out of jail after 126 days, or in August 1776. Some of his fellow prisoners would be locked up for much longer.

TOMORROW: Back to Cape Ann.

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