Modern Japan has considered global sport an appropriate forum for not only defining the national cultural identity of Japan but also for conducting its international diplomacy. The recent phenomenon of Japanese baseball athletes 'defecting' from Japanese leagues to play for the American baseball leagues has often been described in political terms. This paper argues that the current trend of analysing Japanese nationals playing baseball in America in political terms can be historically contextualized by reviewing the bids by Japanese cities for the 1940, 1964, 1998 and 2016 Olympic Games.