Madden hosts a weekday afternoon show from 3-6 PM on local radio station, 105.9 The X, and serves as a part-time sports columnist for TribLive.

His most notable moment during this time came during an interview with baseball legend Hank Aaron, who was working for the Atlanta Braves at the time and was informed by Madden of the employment of "Cowboy" Bill Watts by World Championship Wrestling, then a sister company to the Braves via their common ownership by Turner Broadcasting System.

He also befriended his childhood idol, Ric Flair, whom Madden had watched as a child on Mid-Atlantic Championship Wrestling via his UHF antenna on WJNL-TV in Johnstown (now Jeannette-licensed WPKD-TV);[4] the two remained close friends for decades.

During his run as color commentator on WCW, Madden began wearing Hawaiian shirts at the insistence of Vince Russo.

Madden has often blamed Page for his firing from WCW (though he was happy to go at the time) and has often referred to him as "DDMe" on his online articles and radio shows.

with former WWE VP of Global Television Production Mike Mansury, a wrestling podcast produced by Pat McAfee.

During the Dark: Elevation taping, he was acknowledged on-air by former WCW colleagues Tony Schiavone & Paul Wight and guest commentator Eddie Kingston during the Sammy Guevara-Serpentico match when Guevara threw Serpentico's tag team partner Luther into the barricade in front of Madden.

[5] A 1982 graduate of Duquesne University, and member of Tau Kappa Epsilon International Fraternity, Madden has also worked within mainstream sports journalism, including fifteen years at the Pittsburgh Post-Gazette, where he primarily covered high schools for the paper's suburban sections, as well as stints at the now-defunct Penguins Report and the weekly Pittsburgh City Paper.

[15] Madden often nicknames himself the "Super Genius" on his programs and social media due to having an IQ score of 166, of which he was tested on in the fourth grade.

In May 2008, Madden was fired from his talk show on Pittsburgh's 1250 ESPN radio station for the following comment: "I'm very disappointed to hear that Senator Ted Kennedy of Massachusetts is near death because of a brain tumor.

[20] After Sandusky was indicted on over 40 felony charges, Madden appeared on The Dennis and Callahan Show, a Boston sports talk radio program, on November 10.

During his appearance, he reported a rumor being investigated by two prominent columnists that Sandusky and his Second Mile children's charity may have been "pimping out young boys to rich donors.

[22] With the Steelers Madden has often praised the Rooney family for going all-out to win but questions the team's decisions regarding off-field actions of their players, and was particularly critical of Antonio Brown.

Lemieux shot the puck as it was dropped, going between Gratton's legs, off defenseman Alexei Zhitnik's skate, and eventually past goaltender Mika Noronen.

[33] In October & November 2021, what was originally planned as a quick vacation to Las Vegas turned into 2+1⁄2 weeks off after Madden tested positive for COVID-19.