Irene Steele shares her idyllic life in a beautiful Iowa City Victorian house with a husband who loves her to sky-writing, sentimental extremes. But as she rings in the new year one cold and snowy night, everything she thought she knew falls to pieces with a shocking phone call: her beloved husband, away on business, has been killed in a helicopter crash. Before Irene can even process the news, she must first confront the perplexing details of her husband's death on the distant Caribbean island of St. John.

When Mallory Blessing's son, Link, receives deathbed instructions from his mother to call a number on a slip of paper in her desk drawer, he's not sure what to expect. But he certainly does not expect Jake McCloud to answer. It's the late spring of 2020 and Jake's wife, Ursula DeGournsey, is the frontrunner in the upcoming Presidential election. There must be a mistake, Link thinks. How do Mallory and Jake know each other?

Kelley Quinn is the owner of Nantucket's Winter Street Inn and the proud father of four, all of them grown and living in varying states of disarray. Patrick, the eldest, is a hedge fund manager with a guilty conscience. Kevin, a bartender, is secretly sleeping with a French housekeeper named Isabelle. Ava, a school teacher, is finally dating the perfect guy but can't get him to commit. And Bart, the youngest and only child of Kelley's second marriage to Mitzi, has recently shocked everyone by joining the Marines.

Sarah Morgan is one of the best criminal defense attorneys in Washington, DC. With a perfect case record and having made named partner before the age of thirty-five, her life is going exactly as she planned. However, the same cannot be said for her husband, Adam, a failed author, who’s grown to resent his wife’s meteoric success as he feels it’s come at the expense of their relationship.

Single mom Ellen Fox couldn’t be more content - until she overhears her son saying he can’t go to his dream college because she needs him too much. If she wants him to live his best life, she has to convince him she’s living hers. So Unity Leandre, her best friend since forever, creates a list of challenges to push Ellen out of her comfort zone. Unity will complete the list, too, but not because she needs to change. What’s wrong with a 30-something widow still sleeping in her late husband’s childhood bed?