President Donald Trump spent Saturday morning on Truth Social posting a string of images and videos that jumped from Iran to Greenland to China and then to an AI-generated attack on a California Democrat. One post showed an image titled “United States of the Middle East?” with Iran covered by an American flag. Another replayed his Greenland post from Friday night.
The flurry also included an image of Trump shaking hands with Chinese President Xi Jinping, an AI-generated picture of California Democrat Ro Khanna as a fanged wolf in disguise taking cash, and an AI-made video of Trump throwing Stephen Colbert into a dumpster. The White House did not immediately respond to inquiries about the posts.
The posts landed at a moment when Trump’s online habits are drawing sharper attention. In April, he posted 189 times between 9 p.m. and 6 a.m. local time, and 83 percent of days that month included at least one nighttime post from the 79-year-old president. That pattern has fed scrutiny because his account is increasingly used for major announcements, personal attacks and AI-generated imagery, often in the middle of the night or before dawn.
Saturday’s Iran post carried particular weight because it came amid talks over a more lasting ceasefire in the U.S.-Israeli war with Iran. Trump and Iranian officials both said the same day that a new deal may be close. Trump told CBS News the two sides were “getting a lot closer,” while Iranian Foreign Ministry spokesperson Esmaeil Baghaei said they were “currently working to finalise” a memorandum of understanding and that “the opinions have been converging.”
That message sat alongside a more personal one from Trump on the same day. He said he could not attend Donald Trump Jr.’s wedding because the “circumstances pertaining to Government, and my love for the United States of America, do not allow me to do so.” He later told reporters, “He’d like me to go, but it’s going to be just a small little private affair, and I’m going to try and make it…I said, ‘You know, this is not good timing for me. I have a thing called Iran and other things.’” His public schedule had suggested he would spend Memorial Day weekend golfing at his New Jersey golf club, but the White House later said he would spend the holiday weekend in Washington.
The split screen is hard to miss. On one side, Trump is amplifying a negotiation that could shape the next phase of the Iran conflict. On the other, he is turning the same account into a feed of political taunts and surreal AI content. That mix has become part of how he governs online, but it also leaves a question that matters now: whether the message aimed at Tehran is a signal of progress or just another post in a stream that moves faster than any formal statement around it.
