Harry Sidebottom was brought up in racing stables in Newmarket where his father was a trainer. He had a basket saddle on a donkey before he could walk.
He was educated at various schools and universities, including Oxford, where he took his Doctorate in Ancient History at Corpus Christi College. In similar fashion he has taught at various universities including Oxford, where he is now Fellow and Director of Studies in Ancient History at St Benets Hall, and Lecturer in Ancient History at Lincoln College.
Away from classical scholarship his other interests include fiction, travel, sport, booze, and women.