Jonathan Niven "Jon" Cryer (born April 16, 1965, height 5' 9" (1,75 m)) is an American actor, screenwriter and film producer. He is the son of actress–singer Gretchen Cryer. He made his motion picture debut in the 1984 romantic comedy No Small Affair, but gained greater fame as "Duckie" in the 1986 John Hughes-scripted film Pretty in Pink. In 1998, he finished writing and producing the independent film Went to Coney Island on a Mission from God... Be Back by Five, which was well received. Even though Cryer gained some fame by starring in these films, it took several years to find success on television; the shows he had starred in (The Famous Teddy Z, Partners and The Trouble with Normal) did not last very long. In 2003, he was cast as Alan Harper on the CBS hit comedy series Two and a Half Men, opposite Charlie Sheen, for which Cryer won a Primetime Emmy Award in 2009. He received three earlier Emmy Award nominations for Outstanding Supporting Actor in a Comedy Series for his work on the show.
The Collection is hosted by Brad Gilmore.
A production of Gilmore Media LLC.© 2025 Gilmore Media LLC. All rights reserved.
For inquiries, contact Brad at bradgilmore@cantwaitforever.com or visit bradgilmore.net.
Brad Gilmore is a Houston-based multimedia personality, author, and producer who has built a career at the intersection of sports, entertainment, and storytelling. Known to fans as The BOAT (“Best of All Time”), Brad has hosted and produced programming across ESPN Radio, CW39 Houston, and Reality of Wrestling alongside WWE Hall of Famer Booker T.He is the creator and host of The Collection, a podcast where he sits down with some of the most influential figures in film, television, and music. Brad is also an accomplished author, with forthcoming titles including Why We Love Back to the Future: 40 Years of Fandom, Flux Capacitors, and Timeless Adventures (Mango Publishing, 2025). His interviews, live events, and media work reflect his passion for pop culture and his gift for making conversations both insightful and entertaining.Beyond the microphone, Brad is committed to building platforms that spotlight creativity, amplify voices, and connect communities through media.
