Gabrielle Oleski

Assistant Trainer/Barn Manager

Originally influenced by her time under the training of Canadian Olympic Medalist Jill Henselwood, Oleski developed a passion for showjumping and an early understanding of top level sport.

As a junior, she produced numerous championships in the Hunter, Jumper and Equitation rings and even got a taste of team competition after being chosen to represent her home province, Manitoba, on multiple occasions.

After years of grooming, catch riding and working student positions as a teenager, it was no surprise that Oleski went on to pursue a career in the equine industry.

Since then, Oleski has committed herself to becoming a well rounded professional by travelling across the world to work in a variety of different programs.

She has gained valuable exposure and experience competing, coaching, managing as well as buying & selling throughout North America and Europe. Oleski has ridden for top professionals including Belgian Team member Francois Mathy Jr. at the renowned Ecurie Mathy, World Champion Hunter Rider Hunt Tosh, sales specialist Daniel F. Geitner and has acted as Assistant Trainer for a number of successful hunter/jumper operations across Canada.

As the newest addition to the Wingberry Farms team, Oleski is excited to offer her expertise alongside resident trainer Sarah Johnstone.