 The following season, Louisville City made it to their third consecutive USL championship game but failed to complete the first ever "threepeat", falling 3-1 against Real Monarchs SLC, the USL affiliate of the MLS' Real Salt Lake.On January 13, 2020, it was announced that James O'Connor would be returning to the organization after being fired from Orlando City SC in October 2019.This time he will serve as executive vice president of development where he will oversee the establishment of the team's youth soccer academy.