After taking some time to travel and decompress, Kat is on her way back to Louisville when she is upgraded to first class and seated next to "Jeopardy!'s" winningest contestant, Ken Jennings, on her flight home. Upon arrival, she discovers some significant changes have been made to the cafe by Randi and Phil, and Randi's passion for her job is now straining her relationship with Carter. Max has returned home from his time in Nashville pursuing his music career, with cowboy boots and a big ego to go along with them.