Here are the three things the Sullivan family knows to be true: the Chicago Cubs will always be the underdogs; historical progress is inevitable; and their grandfather, Bud, founder of JP Sullivan’s, will always make the best burgers in Oak Park. But when, over the course of three strange months, the Cubs win the World Series, Trump is elected president, and Bud drops dead, suddenly everyone in the family finds themselves doubting all they hold dear.
 
Take Gretchen for example, lead singer for a ’90s cover band who has been flirting with fame for a decade but is beginning to wonder if she’s too old to be chasing a childish dream. Or Jane, Gretchen’s older sister, who is starting to suspect that her fitness-obsessed husband who hides the screen of his phone isn’t always “working late.” And then there’s Teddy, their steadfast, unfailingly good cousin, nursing heartbreak and confusion because the guy who dumped him keeps showing up for lunch at JP Sullivan’s where Teddy is the manager. How can any of them be expected to make the right decisions when the world feels sideways—and the bartender at JP Sullivan’s makes such strong cocktails?