Dean Winters is best known for his role as Ryan OReily on HBOs award-winning series Oz (1997). Most recently, he recurred as Tina Feys Beeper King boyfriend on the Emmy-winning comedy, 30 Rock (2006). His noteworthy comedic performance was recently included in Entertainment Weeklys Must List as well as Varietys short-list of Emmy-worthy guest performances. In addition to being featured in the film P.S. I Love You (2007) with Hilary Swank, Winters was a series regular on FXs critically-acclaimed Rescue Me (2004), in which he played Denis Learys cop brother. He recurs as Lena Headeys former love interest on the Fox series, Terminator: The Sarah Connor Chronicles (2008). He can also be seen as the Allstate spokesmodel character known as Mayhem.