In Barbados Errol first attended Wesley Hall Boys School before winning a scholarship to Combermere School, which he attended for one year before being admitted to Harrison College, then the most prestigious boys school on the island. It was during his schoolboy days that Barrow acquired the nickname "Dipper", ostensibly for his awkward cricket batting style. It was a moniker that would follow him as an affectionate brand well into his political career. After graduating from Harrison Barrow spent a year working as a legal clerk while studying to earn a scholarship to Codrington College, the school from which his father had emerged as its youngest ever graduate in 1919. His mother died in 1939, and he won the Island Scholarship in 1940, but by December of that year he had chosen a different path.