[4] He was sent to France as part of the prisoner escort following that action, and then to England, where he was given an audience with King George and a position as captain in the regiment of William Pepperrell in the British Army.

When the American Revolutionary War broke out with the Battles of Lexington and Concord in April 1775, Wooster was in charge of the militia at New Haven.

Wooster was first given command as a major general of Connecticut militia companies sent to defend New York City against possible British troop landings.

Wooster participated in the Siege of Fort St. Jean in the fall of 1775, and was then given military command of Montreal after that city fell in November.

Wooster's management of Montreal was marked by deteriorating relations with the inhabitants, as efforts to rein in Loyalist activity ended up frustrating even sympathetic locals.

In early May, British reinforcements arrived at Quebec, and the army was routed, eventually retreating in disarray back to Fort Ticonderoga in July.

[3] British General (and former provincial governor of New York) William Tryon launched an expedition in April 1777 to raid a Continental Army supply depot at Danbury, Connecticut.

When Wooster was alerted to this movement, he notified General Arnold, who was visiting his family in New Haven, and set about calling out the militia to oppose the action.

Arnold took several hundred men to set up a position at Ridgefield, while Wooster took a smaller detachment to harass the rear of Tryon's column as they returned to the coast.

A sign and a monument on Connecticut Route 116 (North Salem Road) just a few yards away from the intersection with Tackora Trail, marks the spot where General David Wooster fell, during the Battle of Ridgefield in 1777.

[citation needed] Ben Douglass, in his 1878 history of Wayne County, Ohio, characterized Wooster as "a man of prepossessing appearance, of rare intellectual culture and accomplished education.