Kate Holbrook (TINA FEY) is the 37-year-old vice president of development for Round Earth, a Philadelphia-based organic food company run by Barry (STEVE MARTIN), a new age type leader. While Kate's quite successful at work, she'd really like to start a family. Yet, and much to the chagrin of her judgmental mother, Rose (HOLLAND TAYLOR), Kate is single and apparently unable to have children.
With adoption not in the picture but with the support of her sister, Caroline (MAURA TIERNEY), Kate visits Chaffee Bicknell (SIGOURNEY WEAVER) who specializes in matching women like her with surrogate moms. Accordingly, Chaffee pairs Kate with Angie Ostrowiski (AMY POEHLER) who initially seems like a nice young woman. Yet, Angie turns out to be the uncouth wife to common law husband Carl (DAX SHEPARD), points not lost on Kate's ever-observant doorman, Oscar (ROMANY MALCO).
Nevertheless, and with Kate's fertilized egg implanted in Angie, Kate tries to go about doing her work, which includes opening a new store in a rebuilding neighborhood. It's there that she meets Rob (GREG KINNEAR), the owner of an independent fruit drink company struggling to compete with the big boys. After a bit of a rough start, the two end up falling for each other.
Yet, she can't bring it upon herself to tell him about Angie who's since dumped Carl and moved in with her. Wanting the best for her baby inside Angie, Kate constantly reprimands her for her bad behavior. When Angie realizes she's isn't pregnant with Kate's baby, she must decide what to do.