Rockefeller-Silvia first garnered media attention in 2005 during the inception of his sport horse breeding program, "Dream Street Stallions".

[1] Shortly thereafter, under the direction of Olympic Bronze Medalist Lisa Wilcox, Rockefeller-Silvia's stallion, Lullaby, became the United States Equestrian Team's alternate for the Young Horse World Championships in 2006.

[citation needed] That same year Rockefeller-Silvia ranked 8th nationally in the United States Equestrian Federation Grand Prix standings.

[citation needed] Rockefeller-Silvia scored the highest on the final day of the West Palm Beach National Show of the Global Dressage Festival's" inaugural year (2012) Wellington, Florida.

[7] At age 21 Rockefeller-Silvia competed internationally at the Grand Prix level (Olympic level) of equestrian sport successfully and was awarded a United States Dressage Federation Gold Medal in recognition of his excellence as an equestrian sports athlete.