Kristin is thrown into the middle of Brittainy and Reagan's feud; Jay takes the next step toward a new venture with a business of his own; Stone pushes for commitment from Brittainy, but she spirals at the thought of marriage.

Things heat up when Kristin's friends join Kristin and Jay on their sizzling Cabo vacation. Back in Nashville, Reagan struggles to find direction at Uncommon James after her explosive confrontation with Brittainy. Stone and Brittany clash over their conflicting relationship goals.

Kristin and Jay have moved into their new home and have expanded their farm life family with chickens and goats. As a surprise for Jay, Kristin agrees to babysit her friend Caroline Bryan's llama. Meanwhile, Uncommon James is busier than ever.

Kristin balances business and pleasure as she heads to Palm Springs, Calif., for a campaign shoot; in Nashville, Brittainy struggles to take control over a massive shipping issue; Jay has a hard time with Kristin always being out of town.

As problems continue to arise at UJ, Kristin sends in Jay to observe the workflow at the office; Kristin considers bringing back a former employee, but emotions run wild when her decision doesn't sit well with the staff.

Kristin and Brittainy head to Los Angeles to open up an Uncommon James Pop Shop, while the staff back in Nashville are put to the test on Cyber Monday. Jay lends some dating advice to Kelly, and Kristin heads back to Laguna Beach to meet up with an old friend.

Kristin takes an emotional trip down memory lane as she wraps up her visit in Laguna; the mean girl culture at Uncommon James comes to a head; Chuy brings everyone together for his annual block party and sets Kelly up on a blind date.

In the aftermath of the awkward friend dinner, Kristin and Jay realize they need to make more time for each other as a couple. Brittainy's new, close friendship with Kristin creates a rift between her and the other UJ employees, culminating in a confrontation with Reagan at the UJ holiday party. Meanwhile, Kelly branches out on a blind date and reconnects with an old flame.

Kristin and Jay make their way to Cabo San Lucas for some fun in the sun and to work on their relationship. Before they go, Kristin convinces Jay to host a Little James photoshoot at their house. Tensions between Reagan and Brittainy build up and cause a confrontational meeting.

Kristin takes off her boss hat when her friends come to Nashville, but everyone is left confused when Jay loses his cool; Brittainy tries to bury the hatchet with Matt; Kelly commiserates about dating in her 30s and considers freezing her eggs.