American Revolution
When the American Revolutionary War began in Massachusetts in 1775 he openly supported the rebellion. Following Governor Francis Legge's crackdown on seditious persons and seeing an opportunity, Jonathan Eddy fled to his riding in Cumberland. He made frequent excursions to see Samuel Adams and the General Court of Massachusetts as well as to General George Washington. Here he was met with varying degrees of support for his proposed rebellion. Adams pledged full support, troops, weapons, ammunition, and more, while Washington basically said not to expect any support at all. He was eventually able to convince the Massachusetts legislature to provide logistical support in the form of small arms (muskets) and other military supplies.
In the summer of 1776, Mariot Arbuthnot, the new governor of Nova Scotia, ordered Colonel Joseph Goreham's Royal Fencible Americans to secure Fort Cumberland and keep watch for any signs of an American invasion of the province. Eddy, knowing he was being monitored by authorities loyal to the King, fled to Massachusetts where he was made a full colonel in the Continental Army and given authority to raise a regiment of his own with the sole purpose of invading Nova Scotia through Cumberland and Truro and then east into Halifax.
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