There are different stories about where Challenge Coins came from and how they started. One account comes from ancient times where it is said the Romans presented them to soldiers to acknowledge their courage. In medieval times there were Portrait Medals given to the higher ups in society. The most common story is from WW1 where it is told that a young pilot who was shot down over enemy lines wearing a medalion that was given to members of his unit. As he was about to be executed, his captors recognized the squadron shown on his medallion, and as they then confirmed his identification, gave him a bottle of wine.