Matheson joined USA Today in 1999 and created Pop Candy that same year. Pop Candy began as a weekly online pop-culture column that covered television, movies, comic books, and music. During this period, Matheson also wrote a daily blog, Hip Clicks. As her web audience grew, Matheson merged Hip Clicks and Pop Candy in 2005 to form the Pop Candy blog. During its tenure, Pop Candy was cited in Wired, Slate, The Rough Guide to Blogging, and on many other entertainment blogs, including Stereogum, Entertainment Weekly's PopWatch, and RollingStone.com.
Editor & Publisher and Mediaweek awarded Pop Candy an EPpy award for the Best Entertainment Blog in 2008. In 2006, the Weblog Awards honored Pop Candy as the Best Culture Blog.
Matheson lives in Murfreesboro, Tennessee. She moved there from New York. On her Pop Candy blog dated April 13, 2012, Matheson announced she and her husband Rhyne Piggott were expecting their first child.
On September 3, 2014, Matheson confirmed that she had been laid off as part of a USA Today drawdown.