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After university, he learned the printing trade working at the Carlinville Democrat newspaper. He managed to meet, and talk with Abraham Lincoln, when Lincoln made a call on the publisher. He was very impressed with Mr. Lincoln.
On 24 August 1861 he enlisted in the army, and fought in many battles of the civil war. After his initial enlistment period, he re-inlisted, as a veteran volunteer. In 1865 he was commissioned lieutenant by President Lincoln, and was assigned to staff duty as assistant adjutant general of the 3rd Brigade, 4th Division, 17th Corps. He acted as such during the campaigns in Georgia and the Carolinas until the end of the war.
He returned to Macoupin County, Illinois, and started his career as a newspaperman in Bunker Hill, at the Union Gazette. By 1867 he was the owner, and renamed it the Bunker Hill Gazette. He ran the paper until 1898.
As Fenwick was an accomplished musician, he became the choir director and organist at the Bunker Hill Congregational
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There was a trial, which acquitted Fenwick, but his wife ended up divorcing him. About a year later, Fenwick left Bunker Hill, for St Louis, then Kansas City, but settled in Brooklyn, New York, with his third wife, Ella Brown, where he died in 1924.