In 2005–06, Pfeifer again began his season on the junior level, placing fifth in both of his JGP events. He then competed on the senior level at the 2005 Karl Schäfer Memorial, the final opportunity for countries to qualify an Olympic entry. His placement, fifth, gave Austria a spot in the 2006 Olympic men's event. Pfeifer won his third senior national title and was sent to the Olympics where he placed 22nd. He ended his season at the 2006 World Championships, finishing 26th.