 Day was an active member of the Florida Republican Party, was involved in the 527 group Swift Vets and POWs for Truth, and campaigned with John McCain in 2000 and 2008.In the months leading up to the 2004 U.S. presidential election, Day appeared in television advertisements—along with other members of the 527 group Swift Vets and POWs for Truth—decrying John Kerry's antiwar activities following his military service during the Vietnam War and declaring him "unfit" for service and of a "dishonest" disposition for comments and actions made by Kerry after the Vietnam War, including his testimony before Congress in Washington, D.C. During a 2008 teleconference with reporters from the Miami Herald, Day made comments regarding John McCain's stance on the Iraq War, stating that "I don't intend to kneel, and I don't advocate to anybody that we kneel, and John [McCain] doesn't advocate to anybody that we kneel.