Valerie Tyler, a successful and organized public relations expert in her late 20s, is forced to move in with her rambunctious and unpredictable 16-year-old sister Holly when their father is offered a job in Japan. As they navigate their vastly different personalities and lifestyles, Valerie tries to reeducate Holly and teach her how to live in the real world, while Holly continuously pushes Valerie's buttons and challenges her perceptions. Despite their differences, the sisters develop a strong bond and learn to appreciate each other's unique qualities as they face various challenges and misadventures in New York City. With a cast of colorful characters, including Valerie's charming but immature boyfriend Jeff and Holly's quirky classmate Gary, the show blends heartwarming humor and relatable drama to explore the ups and downs of sibling relationships and growing up.

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Some TV shows that have similar genres and were produced around the same time as What I Like About You include Donny!, You're Whole, Shrinking, Jury Duty, The Office, Big Mood.