[1] During his tour of active duty military service between 1991 and 2000 he was an AV-8B Harrier jump jet pilot assigned to Marine Attack Squadron 211, the "Wake Island Avengers".

While on duty Kelly amassed 158 aircraft carrier landings and flew over Iraq in Operation Southern Watch, enforcing the United Nations imposed No-Fly Zone.

[3] During the 2003 U.S. invasion of Iraq, Kelly was an embedded reporter with the United States Army's 3rd Infantry Division, 2nd Brigade.

[2] Kelly was the first television journalist to broadcast live pictures of U.S. military forces reaching the presidential palace in Baghdad.

[2] Kelly was a host of Good Day New York from 2008 through June 2012 when he moved to the 6 and 10 PM news on Fox 5 and was replaced by Dave Price.

[7] In June 2021, Kelly generated controversy by tweeting, and then deleting, a statement that "Military life had its Perks, but it was also a major pain.

[9] In September of the next year, he said on Greg Kelly Reports that the Smithsonian's National Museum of African American History and Culture was "creating more division" and asked "how much can we learn about Harriet Tubman?".