Starting in the week of August 21, 2006, Kellerman did at least two nights of audition shows at 7 PM for WEPN (1050) 1050 ESPN Radio in New York City, hosting one night with Sid Rosenberg. On August 28, 2006, it was announced that Brandon Tierney would be taking over at 7 PM, which temporarily left Kellerman without a timeslot. On October 23, 2006, Max began hosting the 10 AM to noon program on WEPN, replacing ESPN's nationally broadcast Colin Cowherd program. In September 2007, Kellerman began hosting a third hour, extending the show to 1 pm. Two months later, ESPNEWS and SportsCenter host Brian Kenny joined the show as co-host. On February 4, 2008, the show was added to XM Radio on ESPN Xtra. In the fall of 2008, Kenny left the radio program to attend to his SportsCenter duties and the program was again named The Max Kellerman Show.
Kellerman made a brief appearance in the 2006 film Rocky Balboa alongside Lampley and Merchant, who served as the broadcast team for the fight between Rocky and Mason "The Line" Dixon. He would also make an appearance in the 2015 film Creed, as the reporter interviewing Donnie Creed at the conclusion of his fight with "Pretty" Ricky Conlan. Max played himself in the short film The Wedding Bout.