The film centers around Alicia and Arnold’s picture-perfect marriage, but underneath the surface, there is something amiss. Arnold is ready to grow their family, but Alicia is hesitant to the idea. Rather than face the problem head on, Alicia, the self-proclaimed "love doctor," immerses herself in her divorced parents, Jack and Brenda’s, dating affairs by setting them each up on a blind date dating app.

Maya, the young communications director for a New York senatorial campaign, receives a wedding invitation from her college schoolmate now living in London. She leaves her professional and personal life behind, in favor of traveling to England and reconnecting with old friends and ends up in the midst of their personal crises. Relationships are forged and broken, political scandals exposed, London social life lampooned, love affairs ignited and doused, and of course, there are four weddings…and a funeral.

New York in the 1920s. Max Perkins, a literary editor is the first to sign such subsequent literary greats as Ernest Hemingway and F. Scott Fitzgerald. When a sprawling, chaotic 1,000-page manuscript by an unknown writer falls into his hands, Perkins is convinced he has discovered a literary genius.