Gina and Eli’s relationship is tested by Gina’s new wealth. Also, Drew gets a surprise visit from his long-distance girlfriend, Adriana.

On Gina’s first day as the new owner of the retirement home, she asks Drew for help getting through to a short-tempered resident whose wife is sick.

Gina comes up with a plan to help a resident, Meredith, get some space from her overprotective husband; Drew work up the courage to tell Gina he has feelings for her.

Gina tries to convince Jerry to move into the senior center after he faints at work; Drew and Gina deal with the emotional fallout of their drunken night out.

Gina is pressured by the seniors at Valley Hills to fire the chef; a frustrated Drew blows up at one of his therapy patients.

Gina brings her dog Cannoli to the retirement home where he bonds with the seniors; Drew prepares for his new life driving cross country in a camper van.

Gina promises to help Harry give his ailing wife a special anniversary dinner; Drew connects with a charming young woman while on the road.

Drew returns from his road trip to be with Gina and the retirement home residents and staff and mourn the death of a beloved friend.

Gina gets a surprise visit from her sister, Natalie; Drew and Harry start a road trip together but have different destinations in mind.

Gina hires Peter's son to be her lawyer, but things get complicated when he asks her out; Drew and Harry's van breaks down during their road trip, leaving them stranded.

Gina is overwhelmed when all the seniors at Valley Hills compete for a fancy upgraded room; Drew and Harry finally arrive at the Grand Tetons; but Drew doesn't have the epiphany he hoped for.

Gina struggles with being both a boss and a friend to Gabby and Gideon; Drew volunteers to drive the Valley Hills van; Jerry learns he's healthy enough to leave Valley Hills.

Gina gets caught in the middle when Norma's rude sister, Irene, arrives at Valley Hills; Harry sets up Drew on a date; Spencer and Bette take the next step in their relationship.

Gina struggles to keep Valley Hills running smoothly after Mrs. Ludlum quits and starts work at a rival assisted living facility; Drew wonders whether he should go on another road trip adventure or stay close to Gina.

Gina is torn after getting an offer to sell Valley Hills to a rival assisted living residence; Drew prepares to leave on his big trip to Alaska.