Chris and Yola go on a romantic weekend getaway in Napa only to find his band booked there as a side gig. Anson and Tanya get back together. Cody decides to leave the talent agency
Chris, wanting to impress Yola with his intellect, agrees to appear on the TV game show ""Pop Whiz.""
Chris, Yola and the band stress out during a layover and then flight home from Wisconsin. Anson hopes to join the "Mile High Club" with a nervous flight attendant.
Chris must do some damage control when his girlfriend, Olivia, arranges for Richie Sambora to perform with him, without checking with Yola first.
Chris has a yard sale to please Olivia, because she thinks he has too much "stuff". Yola schemes to buy an elderly woman's house. Anson moves into a large RV trailer.
Chris and Olivia's relationship is going great, until he meets her good friend - and ex-husband - Neal.