Career
Obrey played for Longton before joining Portuguese Vale as an amateur in May 1936, signing as a professional in October of that year. He made his debut in October 1936 and his first game was the first of a thirteen-game unbeaten run for the club, the first nine of which Obrey helped prevent the opposing centre-forwards from scoring any goals. He scored his first senior goal against York City on 13 February 1937, in a 2–1 victory at Bootham Crescent.
He finished the 1936-1937 season with 33 appearances to his name.
He lost his first team place in December 1937, and was limited to 16 Third Division North appearances in 1937-1938. He was transferred to Tranmere Rovers in June 1938, who were relegated out of the Second Division in 1938-1939.
Obrey returned to Portuguese Vale as a guest in September 1939, but left on the conclusion of the 1939-1940 season as the club went into abeyance due to the war.
