The Irish rider won Thursday's feature class at tbird aboard Vanessa Mannix's One Edition during the BC Open.
Vanessa Mannix
The second day of FEI Jumping World Cup Final competition was marred by the sudden death of US horse Chromatic BF.
Defending champion Henrik Von Eckermann (SWE) and compatriot Peder Fredricson place one-two in sensational Round 1 in Riyadh.
The Canadian and Lehar were edged by her coach Conor Swail riding Count Me In in the $226,000 event; she now sits 3rd in the NA standings.
The action got underway with the Henry Equestrian Canadian Show Jumping Championship and Mad Barn Indoor Eventing Challenge.
The Irish rider picked up where he left off in Sacramento; top Canadian is Vanessa Mannix riding Valentino d'Elte, placing 8th.
The 20-year-old becomes the youngest competitor ever to win the gruelling Derby which over the years has yielded just 24 clears in 730 rounds.
The Definite Entries have been announced as the Longines FEI World Cup Jumping Final is set to begin in Germany.
A field of 26 horse-and-rider combinations are vying to be crowned the next Canadian Show Jumping Champion at Royal West.
Vanessa Mannix (CAN) finished second with Balzane du Mazes, while Brennan's fiancée Lauren Crooks (USA) finished third.