Her mother owns and operates a training program for aspiring equestrians, called Back Country Farm, established in 1990.

Sydney highlighted her junior career by winning the Individual Bronze Medal at the North American Young Riders Championship in 2013.

Having many success in her career early on, Sydney competed in the USHJA International Hunter Derby Championships, hosted by the Kentucky Horse Park.

[2][3] In 2020, Sydney topped a competitive field to win the $37,000 Hermès Under 25 Grand Prix Series Semi-Final CSIO4*, hosted in Wellington, FL (USA), by the Winter Equestrian Festival.

[5] While to continuing to compete at the top levels of Show jumping, Sydney offers training and sales services through her company Syd Shulman LLC, based in Wellington, FL, as well as helping her mother run Back Country Farms in Greenwich, CT.