La stagione 4 di Arli$$ è stata trasmessa su HBO da dimanche 6 juin 1999 a dimanche 22 août 1999. È composta da 12 episodi, il primo dei quali si chiama "Cause and Effect" e l'ultimo "Rules of the Game"..
Comic actor Robert Wuhl, who created and stars, plays Arliss Michaels, a sports super-agent driven by twin motivations of profit and idealism. Arliss is in the race to realize his clients' dreams of stupendous wealth, but he's just as likely to put his reputation (and big bucks) on the line to help a fading player claim his niche in history. As with HBO's The Larry Sanders Show, Arli$$ gets a lot of mileage out of verisimilitude.