Career
Prior to his mayoral term, Whitaker served in the Alaska House of Representatives from 1999 to 2003. In October 2003 he was elected borough mayor, defeating the incumbent, fellow Republican Rhonda Boyles. Whitaker was reelected in 2006 with over 77% of the vote.
As mayor, Whitaker was known for supporting spending on quality of life services such as parks and recreation, as well as spearheading a campaign to prevent a drastic reduction in the operations of Eielson Air Force Base due to federal budget cuts.
Whitaker endorsed Democrat Barack Obama in the 2008 United States presidential election and spoke during the second day of the 2008 Democratic National Convention in Denver, Colorado. Whitaker"s endorsement of Obama was notable as the mayor of the second-largest metropolitan area in Alaska, the home state of 2008 Republican vice-presidential candidate Sarah Palin, who was nominated by John McCain after the Democratic convention.
In 2009, Whitaker endorsed Democrat Luke Hopkins to be his successor as mayor.