Madison was the subject of a Playboy Cyber Girl of the Week pictorial on the magazine's website. She also appeared on the cover and inside of the November 2005 issue of Playboy, along with Marquardt and Wilkinson, as part of a special pictorial promoting The Girls Next Door. The women were featured again on the covers of the September 2006, March 2008, and February 2009 issues.
In the Season 3 episode "Girls Next Door," Madison stated that she wanted to have a career producing Playboy
spreads. During seasons three and four, Madison was shown working at
the Playboy studios as an intern and later a junior photo editor. She
also helped design and put together The Girls Next Door 2008 calendar.
A self-described animal lover, Madison started writing articles about pets in 2006 for a friend's quarterly magazine, The Coolest Little Pet Magazine. In April 2007, Madison was featured nude in a PETA advertisement, with the tagline "I'd Rather Go Naked Than Wear Fur."