How did Donald Trump end up posting Taylor Swift deepfakes?

When Donald Trump shared a slew of AI-generated images this week that falsely depicted Taylor Swift and her fans endorsing his campaign for president, the former US president was amplifying the work of a murky non-profit with aspirations to bankroll rightwing media influencers and a history of spreading misinformation. Several of the images Trump posted on his Truth Social platform, which showed digitally rendered young women in "Swifties for Trump" T-shirts, were the products of the John Milton Freedom Foundation. The group's day-to-day operations appear to revolve around sharing engagement bait on X and seeking millions from donors for a "fellowship program" chaired by a high school sophomore that would award 100,000 to Twitter personalities such as Glenn Greenwald, Andy Ngo and Lara Logan, according to a review of the group's tax records, investor documents and social media output. The John Milton Freedom Foundation did not return request for comment to a set of questions about its operations and fellowship program. After months of retweeting conservative media influencers and echoing Elon Musk's claims that freedom of speech is under attack from leftwing forces, one of the organization's messages found its way to Trump and then his millions of supporters.