Scott Foley guest stars as Jeff, a very wealthy potential home buyer who is interested in one of Jules overpriced homes. Meanwhile, Ellie with reserves leaves the baby with Andy for a day to prove that she trusts in him.

Sara is a confident wine rep who sets her sights on Grayson; but is he strong enough to be her man? Meanwhile, when Ellie tells Jules she can't change past a certain age, Jules is determined to prove her wrong by giving up wine for a month; and Bobby's new dog poses some unwanted competition for Andy.

Jules is thrilled for the chance to take care of Travis after his first big break-up. But when Jules discovers the truth about the break-up, she comes to an unwelcome realization about herself. Meanwhile, Sara considers whether Jules threatens her relationship with Grayson and turns to Ellie for guidance; and Andy searches for any resemblance between himself and son Stan.

Jules and Grayson consider the notion of FWB, friends with benefits. Meanwhile Andy hires a nanny for Ellie, and Travis benefits from Bobby's unconventional plans to make some extra cash

As Jules adjusts to living on her own, Grayson unwillingly becomes the new object of her constant attention; Travis turns to Bobby for advice on how to redefine himself at college; and Ellie is determined not to be friends with her new nanny.

Grayson decides that it's the right time to tell Jules about what had happened between Laurie and himself. After Jules knows the truth she tries to project her anger at someone, but cannot decide at who. While Laurie professes hel love for Smith, and Bobby gets obsessed with watching a street performer swallow a sword, and Andy gets Travis to doubt Kylie.

It's Jules' 42nd birthday and that can only mean one thing: gift contest! Each year, Jules holds a contest to determine who gives her the best gifts, which Ellie always wins. This year, Laurie teams up with Grayson in an attempt to overthrow her. As Jules contemplates what to do for her birthday, Andy suggests a night of dancing. Meanwhile, Travis introduces Bobby to a Netti Pot, but not without its consequences.

Jules ends up asking both Ellie and Laurie to be her "co-maids" of honor because she can't stand to hurt anyone's feelings; and Grayson tries to ask Chick for Jules' hand in marriage formally, but Chick decides to have a little fun in the process.

Travis wants to take Jules and Grayson's wedding pictures, but Jules, who wants everything to be perfect for her second wedding, isn't so sure; meanwhile Bobby wants to get serious with Angie, but does she feel the same way?

Jules has a hurricane party at her house when a storm blows into town; Travis decides to make a play for Laurie.

Jules plans a spring Thanksgiving after realizing the gang didn't celebrate the holiday together; Ellie's parenting skills are called into question when Stan gets a hold of Big Carl; Grayson helps Andy prepare for an annual pizza toss.

When Grayson complains that he's living the movie "Groundhog Day" because the gang shows up at the same time every day at Jules' house, Jules asks for a "Groundhog Day"-themed bachelorette party so that Ellie and Laurie can explain the movie to her. Then, fed up with the lack of privacy, Grayson convinces Jules to elope to Napa . . . but the cul de sac crew happily tags along.

When Grayson complains that he's living the movie "Groundhog Day" because the gang shows up at the same time every day at Jules' house, Jules asks for a "Groundhog Day"-themed bachelorette party so that Ellie and Laurie can explain the movie to her. Then, fed up with the lack of privacy, Grayson convinces Jules to elope to Napa . . . but the cul de sac crew happily tags along

Jules begins to worry that her marriage to Grayson lacks passion. But when she enlists Ellie to start a verbal firestorm, things quickly get too heated. Laurie helps Travis find his superpower. And Bobby tries to shake things up by taking on a 'cooler' persona.

Jules decides that her heart is no longer in the real estate business. Meanwhile, Bobby discovers his dream job selling premade burgers from a truck.

Laurie and Wade decide to move in together, but breaking the news to Travis doesn't go as planned. Tom becomes Jules' personal cheerleader after losing his "new guy" status. And Jules and Grayson have a naked day that turns out to be anything but sexy.

An elderly couple, Ann and Norman McCormack, buy Grayson's old house after Jules promises them that they will all spend time together. Forced to hang out with the McCormacks, Ellie, Jules and Grayson soon discover that there are many perks to being old. Meanwhile, when another one of Bobby's get-rich-quick schemes doesn't pan out, he tries to switch up his luck by renaming his boat. And Travis searches for the perfect partner to win a high-stakes penny can game.

Chick comes to housesit while the gang goes on vacation. But when Jules discovers that her father hasn't been to the doctor in years, she insists on taking him. Laurie and Travis go on their first date as boyfriend and girlfriend. And Bobby is crushed to discover that Dog Travis is just using him for food.

After discovering that Chick has health issues, the gang decides to take him to Hollywood. Once there, they'll stop at nothing to arrange for him to spend an evening with one his favorite stars, Tippi Hedren. Meanwhile, Laurie and Travis try carefully to set up the perfect first kiss. And Andy is upset to discover that no one recognizes him as Latino.

The town of Gulf Haven is transformed into a pirate's cove for Buccaneer Week. Determined to step up his mayoral duties, Andy pleads with Ellie to appeal to tourists by bringing out her alter ego, Charming Ellie. Enamored by this new, lovable version of her best friend, Jules cannot get enough of "Chellie." Meanwhile, Laurie starts baking "naughty cakes" to increase sales.

Andy organizes a Gulf Haven 5k in an effort to save his reputation as Mayor after an embarrassing article comes out in the local paper. Jules uses the race to help her dad Chick get out of the house and relive his coaching days. But the crew struggles to get through his intense workouts. Meanwhile, Grayson fulfills his dream of being cast in a commercial; however, he's in for a big surprise when he receives his role.

Laurie teaches Jules the rules of karma after Jules lies to customers at the annual cul-de-sac yard sale. Andy uses some of his new yard sale purchases to test Ellie after they make a bet that she can't refrain from being snarky for one day. Meanwhile, Bobby must overcome his fear of rollercoasters to fulfill his grandfather's dying wish.

Travis starts an open mic night at Coffee Bucks, but things go awry when Andy tries to do stand-up comedy. Tom's daughter Haylee comes to visit, and Grayson and Jules decide to play along when they discover that Tom's been lying to Haylee in order to make himself sound cool.

Jules is overprotective when Chick wants to go to his Civil War reenactment. Bobby considers a job opportunity in another state. Travis hates Laurie's choices for baby names and needs Ellie to destroy them.

When Grayson helps Andy with his tryouts for a new best friend, Jules and Ellie step in to run the bar. But they soon find it's harder than they thought. And Travis and Laurie spend their first weekend alone with Baby Bobby.

Seeing that Andy is unprepared for his upcoming job interviews, Jules agrees to coach him through it. Ellie needs a place to escape since Andy is home all the time, so she goes to Bobby's boat, only to find that Grayson beat her to it. Meanwhile, Travis and Laurie encourage Tom to date ... with disastrous results.

Jules tries to set her father up with Grayson as a best friend; a cool mom group.

Jules' dinner guests aren't exactly who she expected; staking out a cupcake thief; Tom's patient.

Everyone pitches in to help Tom with his new crush with disastrous results.