En Ben Whittaker, un vidu de 70 anys, revoluciona una empresa de comerç electrònic dedicada al món de la moda quan comença a treballar-hi com a becari. Aviat es guanya l'afecte de tots els seus joves companys de feina tret de la Jules Ostin, la directora i fundadora de l'empresa, que al principi es mostra reticent a contractar becaris sènior. De mica en mica, però, en Ben es farà cada vegada més indispensable, fins i tot per a ella. Amb tacte i experiència, en Ben ajudarà la Jules a prendre decisions difícils i a acabar d'encarrilar el seu negoci i la seva vida personal, a què ella no pot dedicar el temps que voldria.

Judith has known her husband Brice since they were children, but now their marriage is growing stale. Having just completed her graduate work in psychotherapy, she's eager to begin a career as a marriage counselor. She takes an internship at a matchmaking firm for millionaires and meets Harley, a charismatic billionaire investor who makes no effort to hide his attraction to Judith. Although quite resistant at first, eventually Judith succumbs to his charms, placing her marriage in jeopardy and forever altering the course of her life.

Two recently laid-off men in their 40s try to make it as interns at a successful Internet company where their managers are in their 20s.