From 1998–2000, Malina starred as character Jeremy Goodwin on Sorkin's Sports Night, a show that attracted him from the moment Sorkin sent him the pilot script. The Goodwin character began as a research analyst, but was promoted to associate Producer by the second season, creating a larger role for Malina. The critically acclaimed show was unable to find a large fan base and was canceled after two seasons, with some critics saying the show's troubles were exacerbated by having to share Sorkin's time with his concurrent project on rival network NBC, The West Wing. The actor counts Sports Night among his most popular roles and noted on the occasion of the show's 10th-anniversary DVD release, "If my straw poll of who stops me to say what is any indication, West Wing may only slightly edge Sports Night."