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Woolson was born in Antwerp, New York. His father, Willard Woolson enlisted in the Union Army. Willard was wounded at Shiloh, transported to an Army hospital in Windom, Minnesota, and eventually died of his wounds. Albert and his mother moved to Windom, to accompany Willard. Eventually, Albert enlisted as a rifleman in Company C, First Minnesota Volunteer Heavy Artillery on October 10, 1864. He became the company's drummer. The company never saw action, and Albert Woolson was discharged on September 7, 1865.
He returned to Minnesota, where he lived the rest of his life. He was a carpenter and later a member of the Grand Army of the Republic, a powerful political organization made up of Civil War veterans. In his final days, he lived at 215 East Fifth Street, Duluth, Minnesota. He died at St. Luke's Hospital in Duluth, Minnesota and is buried at Park Hill cemetary.