Dayton, Ohio, was considered the prototype for the media group, where radio, television, newspaper, and direct mail were all in the same market, and were combined into a new building.

[6] In other markets where the facilities are not as close together, they do share some senior management; for example, Houston and San Antonio Radio and the Austin American-Statesman newspaper all fall under the same regional vice president.

In July 2012, CMG announced its intention to sell its radio stations in smaller markets: Birmingham, Greenville, Hawaii, Louisville, Richmond, and Southern Connecticut.

In April 2013, CMG launched the online-only new site Rare.us as a conservative media source, originally with the tagline "Red is the Center", and more recently "America's News Feed".

[10] After initially-low audience numbers, the site expanded dramatically following more prominent use of social media and a more diverse range of stories.

[19] On June 26, 2019, Cox announced that the radio stations, as well as national advertising business – CoxReps, and local OTT advertising agency - Gamut, would also be acquired by the Apollo Global Management-backed company, which concurrently announced that it would retain the Cox Media Group name instead of Terrier Media.

To comply with regulations prohibiting the cross-ownership of broadcast stations and daily newspapers (which the FCC had sought to repeal), CMG agreed to cut publication of its Ohio newspapers to three days a week within 30 days of the deal's completion; Cox Enterprises also reduced its stake in CMG to a nonattributable interest, eliminating an ownership conflict with The Atlanta Journal-Constitution.

[23] On February 10, 2020, Cox Enterprises announced it would repurchase the Dayton Daily News, Journal-News, and Springfield News-Sun from CMG, once again owning a 100% interest in the newspapers; the sale, which reunited the papers with The Atlanta Journal-Constitution in Cox Enterprises' newspaper holdings, allowed them to continue daily publication despite the court ruling.

[29] On February 24, 2023, it was confirmed that the deal would be given a hearing before an administrative law judge, which the FCC Commissioner's Board voted to remand the merger review.

[31] On March 30, 2022, Cox Media Group announced that it would sell 18 stations, namely KYMA in Yuma, Arizona; KIEM and KVIQ-LD in Eureka, California; KPVI in Idaho Falls, Idaho; KLAX in Alexandria, Louisiana; WABG, WNBD and WXVT in Greenwood, Mississippi; WICZ in Binghamton, New York; WSYT in Syracuse, New York; KOKI and KMYT in Tulsa, Oklahoma; KMVU and KFBI-LD in Medford, Oregon; WHBQ in Memphis, Tennessee; KAYU in Spokane, Washington; and KCYU-LD and KFFX in Yakima, Washington to Imagicomm Communications—a shell company affiliated with the cable network INSP—for an undisclosed amount.

[36] On June 18, 2024, Cox Media Group conducted a round of layoffs around the company including mostly low level management, morning show hosts, program/brand directors and promotions personnel.