Kiki Osborne is the head trainer and founder of Dappir Ridge Eventing. An A Pony Club graduate and former upper-level rider, Kiki brings years of experience and horsemanship to her program. Originally from the Chicago area. She moved to Staunton, Virginia and landed at Shenandoah Farm, owned by the late Phil and Margot Case, and home to the Akhal-Teke Stud. Currently she is based in Crozet, VA at Margaret Nash’s Brilliant Ridge Farm.

With a lifelong passion for horses and the sport of eventing, Kiki is dedicated to developing happy, confident horses and riders through correct fundamentals and individualized training. Known for her supportive coaching, she works with riders of all levels both at home and in competitive settings, creating a positive environment where horses and riders can grow and succeed together.