[3] Over time Cobb and his brothers took an ever more active role in politics and daily operation of life in Buckingham and Prince Edward Counties, Virginia.

The Cobb family secured a number of licenses and permits to control the distribution of mail into the Southside of Virginia from the Federal government starting in the late-1840s.

[5] He fought in many of the major battles of the Virginia campaign including Fredericksburg, Spotsylvania Court House, The Wilderness, Antietam and Gettysburg.

[9] Cobb suffered great financial loss during the war including the destruction and theft of property as well as the death of at least one child.

Col. Cobb was himself a direct descendant of a number of early prominent colonist including Ambrose Cobbs, Edward Stratton, Richard Cocke of Bremo and John Pleasants, as well as the interpreter William Woodward by his daughter Martha who married three times – to William Bigger, Gideon Macon and Nathaniel West (captain).