He served as the head football coach at Hampden–Sydney College from 1956 to 1959 and at the Virginia Military Institute from 1971 to 1984, winning Southern Conference championships in 1974 and 1977, compiling a career college football record of 80–103–4.
He was educated under William Cape and at Sydney College, where he showed ability in classics and mathematics.
Benevolent organisations benefited from his generosity, and in 1830 he helped establish Sydney College - an important educational facility which gave rise to both Sydney Grammar School and the University of Sydney.
He attended the Sydney College and King's School, Parramatta.
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The loss of then Briarcliff president, Josiah Bunting III, in spring 1977 to Hampden-Sydney College, a men's college in Virginia, contributed to the problems the college was having.
However, during the school year 1920-21, an expansion program was inaugurated and three chapters were installed (College of William and Mary, Hampden-Sydney College, and Emory University).
He was educated at W. T. Cape's Sydney College, and left school at age 16 to become apprenticed to T. Bowden, ironmonger.
Dabney studied at Hampden-Sydney College and the University of Virginia (M.A., 1842), and graduated from Union Theological Seminary in 1846.
A native Virginian, he was born in 1762 in Albemarle County, Virginia, the son of Captain Mask Leake and nephew of Rev. Samuel Leake (Princeton University graduate and a member of the first Board of Trustees of Hampden-Sydney College), an ancestor of Senator John McCain of Arizona.
Christopher B. Howard (born c. 1969), President of Hampden-Sydney College; American football Draddy Trophy winner