At a time when political lines seem etched in stone and loyalties are under constant scrutiny, George Conway—a man once known more for his proximity to the White House than his protest attire—has taken a jarring and unmistakable step into the culture war’s frontlines.
On Saturday, during a “No Kings” rally in Washington, D.C., Conway was photographed wearing a shirt that read: “I am Antifa.” Yes, that George Conway—the former Republican attorney, co-founder of the Lincoln Project, and estranged husband of former Trump senior advisor Kellyanne Conway—appeared to align himself, visually and symbolically, with a group designated just last month by the Trump administration as a domestic terrorist organization.
🚨Never-Trumper George Conway spotted wearing an “I am Antifa” shirt at DMV “No Kings” protest. pic.twitter.com/0PFYZxD9nd
— Daily Caller (@DailyCaller) October 18, 2025
The “No Kings” rallies, held nationwide, were promoted as nonviolent demonstrations opposing authoritarianism and Trump-era policies. But the tone on the ground in D.C. veered far from pacifism. According to multiple reports, signs with the code “8647”—a veiled threat interpreted by slang dictionaries as synonymous with “kill”—were seen among protesters, along with a haunting image of a guillotine hoisted on a poster by one demonstrator. Meanwhile, fringe anarchist groups like CrimethInc. encouraged participants in the lead-up to engage in “direct action,” which they defined as disruptive protest likely to lead to arrest.
Conway’s appearance—uncommented upon directly, but tacitly endorsed through a reposted image of himself on the left-wing Bluesky platform—only deepens the contradictions of the moment. Here is a man who built his reputation inside the conservative legal world, now marching with a group that has openly advocated for anti-state insurgency and has been linked to violent confrontations across the country. His transformation from Federalist Society insider to self-branded street activist is as baffling as it is symbolic.
Thanks for the pic, @dailycaller.bsky.social !
Be sure to tag me and @ofthebraveusa.bsky.social with your best, most fun #NoKings content!
— George Conway 🇺🇸🚫👑🐸 (@gtconway.bsky.social) October 18, 2025 at 11:41 AM
The stakes are not merely ideological. The Trump administration, still grappling with the aftermath of Turning Point USA founder Charlie Kirk’s politically motivated killing, has declared open legal warfare against Antifa. The president’s recent executive order calls for federal authorities to “investigate, disrupt, and dismantle” operations tied to the movement, and the Justice Department has already filed its first federal terrorism charges against alleged leftist extremists connected to a July attack in Texas.
In this context, Conway’s sartorial choice wasn’t just controversial—it was provocative. It suggests not only his rejection of Trump but also a willingness to align himself with a group many view as synonymous with domestic unrest.
🚨BREAKING: DC “No Kings” protester carries a sign that appears to show a GUILLOTINE. pic.twitter.com/4q6W2rJFKT
— Daily Caller (@DailyCaller) October 18, 2025
