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 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 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.

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 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 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.

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

As Gina and Drew adjust to life after surgery, Drew develops romantic feelings for someone new, and Gina gets surprising news about a friend’s death.