The JFK 50 Mile was first held in the spring of 1963. Although open to the public, the JFK 50 Mile is in spirit a military race. It always has been and always will be. In 1963, the initial inspiration behind the event came from then President John F. Kennedy challenging his military officers to meet the requirements that Teddy Roosevelt had set for his own military officers at the dawn of the 20th Century. That Roosevelt requirement was for all military officers to be able to cover 50 miles on foot in 20 hours to maintain their commissions. When word got out about the "Kennedy Challenge", non-commissioned military personnel also wanted to take the test themselves as did certain robust members of the civilian population.