In 1960, Gray purchased WJHG-TV in Panama City, Florida, and followed it later in the decade with KTVE serving Monroe, Louisiana and southern Arkansas.

Bull Run Corporation, primarily owned by J. Mack Robinson, decided to make Gray a Southeast regional media company, expanding its focus beyond the state of Georgia.

The company bought Gulflink Communications, Inc., a transportable satellite uplink business based in Baton Rouge, Louisiana, in April 1997 to go along with Lynqx.

With Raycom Media acquiring a station from AFLAC Broadcast Group, Inc., forcing them to sell WITN-TV to Gray, which was finalized on August 1, 1997.

Gray's ownership of a newspaper and TV station in Albany, Georgia, while grandfathered was examined under the media cross-ownership rule of the FCC due to this potential purchase.

[13] On November 4, 2013, Gray announced that it would purchase Yellowstone Holdings for $23 million, adding local stations: KGNS-TV, KGWN, KCWY and KCHY-LP.

As part of the deal, stations KAQY, KHAS-TV and KXJB, were proposed to be sold to Excalibur Broadcasting and operated by Gray under a "local marketing agreements".

[30][31] In January 2016, Gray opened a national news bureau in Washington, D.C., led by former APTV journalist Jacqueline Policastro.

The bureau was designed to provide enhanced coverage of national political issues for Gray's local stations.

[32][33] On May 13, 2016, Gray announced that it would acquire WDTV and WVFX in Clarksburg, West Virginia, from Withers Broadcasting for $26.5 million.

[34] On June 3, 2016, it was announced that Gray would acquire two stations that were spun-off from the Nexstar-Media General merger; KWQC-TV in Davenport, Iowa, and WBAY-TV in Green Bay, Wisconsin, for $270 million.

[35][36] On February 16, 2017, Gray announced that it would acquire WABI-TV in Bangor, Maine, and WCJB-TV in Gainesville, Florida, from Diversified Communications for $85 million.

[37] On May 4, 2017, Gray announced its intent to acquire WCAX-TV in Burlington, Vermont, from Mount Mansfield Television for $29 million.

[38][39] In April 2017, Gray filed a lawsuit against Nick Prueher and Joe Pickett, founders of the Found Footage Festival, for fraud and copyright infringement, after having booked an appearance on the morning show of a Gray station as a fake strongman act, "Chop and Steele", and utilizing the footage during their show.

[42] On June 25, 2018, Gray announced its intent to acquire Raycom Media for $3.65 billion, pending regulatory approval.

[49][50] Gray announced on April 24, 2019, a joint venture with Grand Ole Opry Entertainment Group, a subsidiary of Ryman Hospitality Properties, a former owner of The Nashville Network.

[52] On February 1, 2021, Gray announced its intent to acquire all Quincy Media's broadcasting properties for $925 million in cash.

To comply with federal regulators, Gray would divest Quincy stations in Tucson; Harrisburg, Illinois; Waterloo/Cedar Rapids, Iowa; and Madison, La Crosse and Wausau in Wisconsin over to Allen Media Group.

[54] In March 2021, Gray revealed plans to purchase a shuttered General Motors plant in Atlanta suburb Doraville, Georgia, and transform the site into a media production community called Assembly.

The broadcast network will launch in Atlanta but will soon air on Gray-owned over-the-air channels in Albany, Augusta, Columbus, Macon and Savannah in the coming months.

[72] On February 1, 2024, it was announced that Marquee and Gray had reached agreements to swap television stations in Wyoming and Utah.

At the same time Gray will get Marquee’s FCC permit authorizing construction of a new and currently unbuilt TV station KCBU in Salt Lake City.

[73] On February 14, 2024, Gray Television and Syncbak launched Zeam, a free ad-supported steaming service that features local news, sports and weather.

[75] Under the direction of executive chairman and CEO Hilton Howell, Gray Television was one of the first broadcasters to implement a COVID-19 vaccination mandate.

[76] In their 2022 environmental, social, and governance (ESG) report, Howell noted he was committed to "improving our gender and racial diversity in leadership, our business ethics and compliance policies, our training and development, and our responsible energy use".

According to the report, under Howell's leadership, the company aired a six-month series on health and wellness in Appalachia, known as "Bridging the Great Health Divide", expanded their relationship with Telemundo to provide additional Spanish-language content in the United States, highlighted stories about historically black colleges and universities (HBCUs), aired and produced content about Pride Month and Hispanic Heritage Month in local markets, and aired and produced two climate change series, Troubled Water, a documentary about the water crisis, and Coast & Climate, a series about the impact of climate change in Louisiana.

The plan included Gray Television coming in as an outside party to advise on the operations of Young-owned stations in seven markets through December 2012.

[33] In February 2019, Gray announced that journalist Greta Van Susteren joined the company as its Chief National Political Analyst.

Originating from Gray's Washington bureau is Local News Live, a hosted service of live breaking news and events from the 113 Gray television markets across the country, similar to LiveNOW from Fox (produced by Fox Television Stations) and The National Desk (produced by Sinclair Broadcast Group).