Harriet and Wyn have been the perfect couple since they met in college—they go together like salt and pepper, honey and tea, lobster and rolls. Except, now—for reasons they’re still not discussing—they don’t. They broke up five months ago. And still haven’t told their best friends. Which is how they find themselves sharing a bedroom at the Maine cottage that has been their friend group’s yearly getaway for the last decade.

Hallie Piper is turning over a new leaf. After belly-crawling out of a hotel room (hello, rock bottom), she decides it’s time to become a full-on adult. She gets a new apartment, a new haircut, and a new wardrobe, but when she logs onto the dating app that she has determined will find her new love, she sees none other than Jack, the guy whose room she snuck out of.

Macy Sorensen is settling into an ambitious if emotionally tepid routine: work hard as a new pediatrics resident, plan her wedding to an older, financially secure man, keep her head down and heart tucked away. But when she runs into Elliot Petropoulos - the first and only love of her life - the careful bubble she’s constructed begins to dissolve.

Now. Kathleen Rosenberg is okay with her ordinary existence, and leaving her pop star image in the past. That is, until Cal Kirby shows up with the opportunity of her dreams—a starring role in the Broadway show he’s directing and a chance to perform the way she’s always wanted. The two haven’t spoken since the joint destruction of their careers, and each of them blames the other, making their reunion a tense battle of wits and egos.

Sally Milz is a sketch writer for The Night Owls, a late-night live comedy show that airs every Saturday. With a couple of heartbreaks under her belt, she’s long abandoned the search for love, settling instead for the occasional hook-up, career success, and a close relationship with her stepfather to round out a satisfying life. But when Sally’s friend and fellow writer Danny Horst begins dating Annabel, a glamorous actress who guest-hosted the show, he joins the not-so-exclusive group of talented but average-looking and even dorky men at the show.

Felicity “Fizzy” Chen is lost. Sure, she’s got an incredible career as a beloved romance novelist with a slew of bestsellers under her belt, but when she’s asked to give a commencement address, it hits her: she hasn’t been practicing what she’s preached. Fizzy hasn’t ever really been in love. Connor Prince, documentary filmmaker and single father, loves his work but when his profit-minded boss orders him to create a reality TV show, Connor is out of his element. Desperate to find his romantic lead, a chance run-in with an exasperated Fizzy offers Connor the perfect solution.

After a wild bet, gourmet grilled-cheese sandwich, and cuddle with a baby goat, Alexis Montgomery has had her world turned upside down. The cause: Daniel Grant, a ridiculously hot carpenter who’s ten years younger than her and as casual as they come—the complete opposite of sophisticated city-girl Alexis. And yet their chemistry is undeniable.

Hannah Brooks looks more like a kindergarten teacher than somebody who could kill you with a wine bottle opener. Or a ballpoint pen. Or a dinner napkin. But the truth is, she’s an Executive Protection Agent (aka "bodyguard"), and she just got hired to protect superstar actor Jack Stapleton from his middle-aged, corgi-breeding stalker.

Hallie Welch fell hard for Julian Vos at fourteen, after they almost kissed in the dark vineyards of his family’s winery. Now the prodigal hottie has returned to Napa Valley, and when Hallie is hired to revamp the gardens on the Vos estate, she wonders if she'll finally get that smooch. But the starchy professor isn’t the teenager she remembers and their polar opposite personalities clash spectacularly. One wine-fueled girls’ night later, Hallie can’t shake the sense that she did something reckless.

Bad luck has always followed Olivia Marshall...or maybe she's just the screw-up her family thinks she is. But when a "What are you wearing?" text from a random wrong number turns into the hottest, most entertaining - albeit anonymous - relationship of her life, she thinks things might be on the upswing.