Background
Chester was born in Carlisle, Pennsylvania on July 31, 1793.
Chester was born in Carlisle, Pennsylvania on July 31, 1793.
He was raised in Jonesboro in East Tennessee, and was educated in local "field schools".
He served two terms in the Tennessee House of Representatives. Chester County, Tennessee is named after him. He served in the War of 1812 as quartermaster of the Third Tennessee Regiment, having enlisted at Knoxville on October 14, 1814.
In 1822 he was appointed by the Legislature as surveyor for Smith County.
From 1824 to 1830 he was a merchant in Jackson, from 1825 to 1833 also serving as postmaster of that town. In 1835 he left for Texas, where he was appointed by Governor Sam Houston a colonel in the Texas Revolutionary Army, but in the wake of the Texans" victory in the Battle of San Jacinto there was little for him to do for Texas.
He returned to Jackson in 1836, and was reappointed postmaster and appointed registrar of the western land district, and remained in the land business for many years thereafter. In 1837 he was appointed by President Martin Van Buren to the title of United States marshal for the western district, and served with one or more intermissions until 1861.
He was elected to the Tennessee House of Representatives in 1870 and re-elected in 1872, and in 1884 was one of the Tennessee Democratic electors.