Elsey resumed his training career in 1921 at Clyde House Stable at
Ayr in Scotland. He sent out Westmead to win the
Ayr Gold Cup in 1924 before moving his base to Highfield Stable in
Malton, North Yorkshire in 1926. In the following three decades he established himself as one of the leading trainers in the North of England, achieving particular success in major
handicap races, including the
Wokingham Stakes,
Ebor Handicap,
Northumberland Plate,
Cesarewitch,
Chester Cup and
Cambridgeshire Handicap. Three years later he won a second Oaks with
Frieze and the
Middle Park Stakes with the colt
Nearula. In the following year Nearula won the
2000 Guineas,
St James's Palace Stakes and
Champion Stakes. At the end of the year the Highfield Stable was badly damaged in a fire. In 1954 he won the Chester Cup with his own horse Peperium a four-year-old who was chronically unsound and required the most gentle and careful training. Elsey won a fifth classic in 1956 when the filly Honeylight recorded an upset victory in the 1000 Guineas. Elsey won the title of
British flat racing Champion Trainer for the first and only time at the end of the 1956 season at the age of seventy-four. In the following year, the Highfield three-year-old Tenterhooks emerged as one of the year's best stayers, winning the
Queen's Vase,
Ascot Stakes and
Goodwood Cup. Elsey's last major winner was
Cantelo, a filly who won the
Royal Lodge Stakes in 1958 before taking the
Cheshire Oaks and
Ribblesdale Stakes in 1959 and winning a controversial race for the
St Leger. ==Later life==