Country superstar Zach Bryan is once again in the headlines and for all the wrong reasons, he continues to dive deep into liberal territory following a song he released in 2025 that slammed Immigration and Customs Enforcement. This time he’s digging himself a hole due to playing a sold-out show in Foxborough, Massachusetts at Gillette Stadium while sporting a t-shirt that many have found offensive.
The official Instagram account of Gillette Stadium shared that Bryan’s show was sold out, having shattered the venue’s attendance record with 73,538 fans in attendance. The post also included several photographs of the massive crowd, though they did not have any clear shots of Bryan singing or wearing his black t-shirt that read, “Free Palestine,” which he wore for the second night in a row.
Fans quickly pointed out the shirt and its message, while pushing the stadium’s official account for answers as to why they did not clearly show the shirt he was wearing. “Weird you don’t want a close up of his face / shirt,” one fan said on the post, while another shared, “no closeups, scared of some text on a shirt.”
According to a report from Page Six, Bryan, who formerly served for 8 years in the Navy, made headlines last Friday after he first wore the shirt with the controversial slogan. The report noted that the shirt was a clear shot at Robert Kraft, who owns the stadium and prohibited progressive rap artist Macklemore from ever performing at the venue again due to his “Free Palestine” comments while opening for artist Ed Sheeran.
Pictures from the event revealed that Bryan was rocking a t-shirt with 3D lettering that says, “FREE PALESTINE.” A picture of a pine tree is below the slogan with the caption, “An Appeal to Heaven.” The pine tree and slogan are references to an American Revolutionary War campaign that is connected to George Washington’s command of the Continental Army.
“Some American colonists embraced the idea that God could be summoned to help them defend their natural rights,” the National Park Service went on to say about the flag and slogan. Bryan’s bandmates also got in on the ridiculous activism by sporting pro-Palestinian shirts, including guitarist Noah Le Gros and drummer Nate Head.
Head wore a jersey with the name of Hind Rajab, a 5-year-old Palestinian girl who was killed in the Gaza Strip by the Israel Defense Force. Le Gros shared a photo of himself later in a green Palestine soccer jersey as he stood in front of Kraft Sports and Entertainment signage. Sheeran suffered major fallout due to the incident with Macklemore, so much so that he was forced to make significant changes to his Loop tour.
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Most of the opening acts dropped off his Loop tour following the incident, including his own backing band, to stand in solidarity with Macklemore. However, he did enlist the help of Isaac Slade, lead singer of The Fray, for a concert in Atlanta. When addressing the situation during a show, Sheeran broke down in tears and said, “In these situations, you really find out who your friends are.”
Featured Image: screenshot from embedded video