News and feature coverage will continue digitally at 30, 2020, the biweekly print version will cease. Windy City Media Group announced on Sept. Jean Albright is Director of New Media and Circulation. Long-time writers include Rex Wockner, Yvonne Zipter, Bob Roehr, Richard Knight Jr., Jonathan Abarbanel. Terri Klinsky is now Publisher, Andrew Davis is Executive Editor, Matt Simonette is Managing Editor, Kirk Williamson is Art Director and Ripley Caine is Business Manager. In 2018, Baim became Publisher of the Chicago Reader and remains as owner of Windy City Media Group. In 2000, Baim purchased Windy City Times from McCourt, and merged the two publications. WCT and Outlines were the two primary LGBT newspapers in the region for more than 12 years.
In 1987, Baim left Sentury Publications to found a new newspaper called Outlines. Windy City Times was founded in 1985 by Jeff McCourt, Bob Bearden, Drew Badanish and Tracy Baim, who started Sentury Publications to publish the paper. Windy City Times is an LGBT newspaper in Chicago that published its first issue on September 26, 1985.