David Basner, a successful Chicago advertising executive, enjoys a carefree lifestyle filled with parties and flings. However, his world is abruptly altered when his mother, Lorraine, calls to inform him that she and his father, Max, have separated after 35 years of marriage. Max, an irritable and stubborn older man, struggles with various health issues and finds himself in need of assistance, complicating David's busy and self-centered life. David reluctantly takes on the responsibility, attempting to balance his demanding career and personal life while caring for his estranged father.

As David navigates these new familial challenges, he is forced to confront longstanding issues within his family and reevaluate his priorities. His strained relationship with Max, compounded by his father's bitterness and pride, pushes David to question the path he's chosen and his definitions of success and happiness. This period of adjustment and self-reflection leads to unexpected emotional growth, rooting the comedy and drama in a tale about the complexities of family bonds and personal transformation.