Billy Crystal first gained popularity as a stand-up comedian in the 1970s, known for his witty and observational humor in films like The Princess Bride (1987) and This is Spinal Tap (1981). Crystal's breakthrough in film came with his role in the romantic comedy When Harry Met Sally... (1989). He went on to star in a series of successful comedies such as City Slickers (1991), Running Scared (1987), and Analyze This (1999).

In addition to his acting work, he has hosted the Academy Awards multiple times, showcasing his skills as a charismatic and entertaining emcee. Throughout his career, Crystal has been recognized with various awards, including six prime time Emmy Awards and a Tony Award. He is known for his quick wit, comedic timing, and ability to portray relatable characters in both comedic and dramatic roles, leaving a lasting impact on the entertainment industry.