Jonathan Niven Cryer, known professionally as Jon Cryer, is an accomplished American actor celebrated for his versatile performances across television and film. He gained widespread recognition for his memorable role as Phil "Duckie" Dale in the iconic John Hughes film Pretty in Pink (1986). Born on April 16, 1965, in New York City, New York, Cryer was raised in a show business family, which laid the foundation for his future career in entertainment.

Cryer made his film debut in No Small Affair (1984), but it was his breakout role in Pretty in Pink that catapulted him to fame. Following this success, he starred in a series of films, including Morgan Stewart's Coming Home (1987) and Hiding Out (1987), as well as a notable appearance in Superman IV: The Quest for Peace (1987) and a comedic role in Hot Shots! (1991). He also took on the lead role of Teddy Zakalokis in the CBS sitcom The Famous Teddy Z (1989–1990), showcasing his comedic talents early in his career.

In the late 1990s and early 2000s, Cryer transitioned primarily to television, landing roles in several sitcoms including Partners (1995–1996), Getting Personal (1998), and The Trouble with Normal (2000–2001). He expanded his creative repertoire by writing, producing, and starring in the independent film Went to Coney Island on a Mission from God... Be Back by Five (1998) and appeared in the film Holy Man (1998).

Cryer experienced a significant career resurgence when he was cast as Alan Harper in the CBS sitcom Two and a Half Men (2003–2015). His performance in this role earned him critical acclaim, including two Primetime Emmy Awards: Outstanding Supporting Actor in a Comedy Series in 2009 and Outstanding Lead Actor in a Comedy Series in 2012. In recognition of his contributions to television, he received a star on the Hollywood Walk of Fame in 2011.

After the conclusion of Two and a Half Men, Cryer continued to thrive in the entertainment industry by portraying Lex Luthor in the CW television series Supergirl (2019–2021) and other related DC Comics shows. His versatility further shone through in the sitcom Extended Family (2023–2024), where he took on a lead role, and in the coming-of-age film Big Time Adolescence (2019).

Cryer’s personal life reflects his dedication to family and relationships. He was previously married to actress Sarah Trigger from 1999 to 2004 and has been married to entertainment reporter Lisa Joyner since June 16, 2007. As of now, Jon Cryer remains an influential figure in the entertainment industry, continuing to captivate audiences with his work on screen.