As an eventer he represented his country at all grades up to and including World Equestrian Games level, quickly gaining a reputation for his courage and willingness to go all out for the win. It was as a show jumper that Gerry really excelled; participating on 16 winning Nations Cup teams from a total of 43 appearances. He is a winner of 47 international classes, including 9 Grand Prix. In 2007 Gerry was the winner of 4 Grand Prix, including a victory at Dublin CSIO 5*. Gerry Flynn won President Cup with SIEC Comet in June 2008.