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Amateur Jockeys When it comes to riding horses there are different categories that the jockeys fit into. At the start of their careers professional jockeys are licensed either as Apprentices or Conditional jockeys depending on whether theyre running in flat or jump racing. There are some jockeys that decide never to turn professional instead spending their careers running as amateurs. That doesnt mean that they cant go up against the pros with some amateurs winning the biggest races in the world.