Maxwell was the 22nd former Celtic to have his jersey (number 31) retired by the Celtics (December 15, 2003). He is now a radio broadcaster for WBZ-FM in Boston, where he's announced Boston Celtics games with Sean Grande since 2001 and lives in Weston, Massachusetts. He was also a frequent co-host on WEEI's sports talk radio shows, such as "The Big Show" with former Celtics TV announcer Glenn Ordway, before Ordway parted with the station. He made guest appearances with the successor program Salk & Holley. In June 2013, Grande and Maxwell, better known in Boston as "Grande and Max", began co-hosting a new show, "Celtics Summer Cooler", a weekly offseason update on the Celtics.