At the time he arrived in Virginia he could barely read or write. His manners were terrible and he enjoyed fist fighting. With these high credentials he got his first job, preparing land for planting. While working he became known for his hard work and obtained the position of superintendent of a sawmill.

After working at the sawmill he became a Wagoner, a person who drove a wagonload of supplies across the mountains to the settlers. The British Army then hired him during the French and Indian War. During this time he picked up the nickname “The Old Wagoner”. In the spring of 1756 after delivering a load of supplies to Fort Chiswell he irritated a British Lieutenant. The angered lieutenant struck Morgan with the flat end of his sword. Morgan using his knack for fist fighting knocked out the lieutenant with one punch.

When he rejoined Washington in early 1777 he was promoted to Colonel for his efforts in Quebec. Assigned to raise a new regiment, the 11th Virginia of the Continental Line, he quickly raised 400 men to fill its ranks. He gained these men using a recruiting test that required men to hit a picture of a British officer (said to be King George) from 100 yards.

Captain Morgan joined the American Army as captain of a rifle company when the Revolutionary War broke out. Captain Morgan was involved in the Siege of Boston. The Virginia House of Burgesses sent Captain Morgan to be one of the ten rifle companies.

Arnold spearheaded the attack on the lower city from the north but was shot early on with a bullet in his leg. Captain Morgan took over leadership and successfully entered the city. He was later captured after Montgomery fell and his attack faltered. He gave himself up to a French priest refusing to surrender to the British. He became a prisoner of war and was released in January of 1777.

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