Gresham's first winner under NH rules, a 13-year-old gelding named Braemer, trained by Ben Roberts at Prestbury, Cheltenham, rendered him leading jockey for half an hour by landing the opening race of the 1930/31 season, the two-mile Highweek Selling Handicap Chase at Newton Abbot on Monday, August 4, 1930. They won again the very next day at the same venue in the three-mile one-furlong Stayers’ Selling Handicap Chase. Later that month, they won on consecutive days at Devon Exeter. That was followed by victory at Plymouth on September 3. Following a three-length defeat by the useful Youtell, the mount of Peter Cazalet, in South Devon Chase at Totnes on September 11, a return to selling company at Newton Abbot six days later saw Gresham and Braemer win for the sixth time in seven starts.