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.
Kat, a woman who struggles every day against society and her mother to prove that she can live a happy and fulfilling life, despite still being single at 39. Which is why she recently spent her entire savings to open a cat café in Louisville, Kentucky. Although Kat celebrates her independence, her single-forever plans may begin to veer off-course, when her former crush and good friend, Max, returns to town.