Olsen was able to continue his career during the 2009 season in a defensive midfield role, scoring the tying goal in stoppage time of a 1–1 tie with the New England Revolution. On May 2, 2009 Olsen injured himself during a game against FC Dallas, which led him to be substituted out during the second half. After skipping two matches he played against Chivas USA at the Home Depot Center on May 16, 2009. Six minutes into that match he aggravated his hamstring.