In the early '80s, Regan wrote for and edited a number of publications, including the National Enquirer. She also produced a number of television shows, including Geraldo. In the mid '80s, she signed a deal with Simon & Schuster to write two books and later canceled the contract to stay home with her young son, who had been hit by a drunk driver. Simon & Schuster then offered her a job as an editor, working from home. During this time she worked with Howard Stern and Rush Limbaugh, as well as new novelists such as Wally Lamb, Jess Walter, Walter Kirn, and Douglas Coupland. She set up the imprint Regan Books with HarperCollins, where she signed new novelist Gregory Maguire, author of Wicked: The Life and Times of the Wicked Witch of the West. Additional books she published include Confessions of an Ugly Stepsister, Wicked and Son of a Witch, also by Gregory Maguire; Stupid White Men by Michael Moore; Private Parts and Miss America by Howard Stern and many more.
In 2006, Fox announced that Regan had interviewed O.J. Simpson, during which Simpson confessed to the 1994 murders of which he had been acquitted. The confession was to air on the Fox network and Regan was to publish Simpson's written confession as a book entitled If I Did It. Due to harsh criticisms, News Corporation canceled both the book and the interview with Simpson that was to air on the Fox Network. The book was eventually published and became a #1 bestseller. News Corporation fired Regan and Regan sued and won a reported $25 million for defamation and wrongful dismissal. Between 1994 and 2004, Regan hosted a number of talk shows, including her own Judith Regan Tonight, a weekend talk show on the Fox News Channel. She hosts a general interest talk radio show on Sirius and XM Satellite Radio.
