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Home » Politics » Trump Says He Likes Hanging Around Losers at Florida Investment Summit: ‘An Explanation of His Cabinet Picks’

Trump Says He Likes Hanging Around Losers at Florida Investment Summit: ‘An Explanation of His Cabinet Picks’

Parker LaneBy Parker LaneJuly 1, 20263 Mins Read
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Florida Investment Summit Trump
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President Trump made a surprisingly blunt remark during his keynote address at the Future Investment Initiative Priority Summit in Miami Beach, Florida. Speaking before a packed audience of global investors, prominent business leaders, and policymakers, Trump admitted that he enjoys surrounding himself with less successful people because it makes him feel better about himself. The comment drew laughter from the room, but after a user shared the clip on X, it quickly went viral, amassing millions of views and igniting widespread debate.

Trump: I hang out with losers because it makes be feel better. I hate guys that are very, very successful and you have to listen to their success stories. I like people that like to listen to my success. pic.twitter.com/OYNXspphxo

— Acyn (@Acyn) March 27, 2026

The Saudi-backed summit is an annual gathering for major figures in finance and politics. Trump has now headlined the event in Miami, Florida, for two consecutive years.

The moment that ignited social media came during a Q&A session. Asked what leadership quality the world needs most right now, Trump began by talking about winning before veering off-script. “I always like to hang around with losers, actually, because it makes me feel better,” he said, prompting laughter from the crowd.

“I hate guys that are very, very successful, and you have to listen to their success stories. I like people who like to listen to my success.” The audience laughed even harder when he tried to soften the remark, adding: “I’m only kidding, I wanna say that—eh, sort of.”

The comment stood out in part because Trump has spent decades promoting the idea that he surrounds himself only with “winners”. Here, however, he was telling a room of industry leaders something quite different.

The Internet Didn’t React Favorably to Trump’s Speech at the Florida Investment Summit

Trump’s speech that day touched on a wide range of topics, including Iran, which he said was moving in a positive direction. Still, his offhand remarks about “losers” drew particular attention, not only because of the joke itself, but also because of the setting and the audience. Online reactions were swift and largely critical, though some users found humor in the admission. Many immediately linked the remark to his administration’s personnel choices

“An explanation of his cabinet picks.”

“Real leaders build teams of strong people — weak ones build audiences.”

“I really don’t know what’s more horrifying — what he says or the cheering audience.”

“Man always saying his mind and doesn’t care what haters say about him.”

Over the years, Miami’s FII summit has produced several headline-making moments. But a president telling a room full of the world’s top investors that he likes spending time with less successful people is the kind of remark likely to linger.

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Parker Lane

Parker Lane covers local news and the viral moments that come out of it. From the wild headlines making rounds online to the everyday situations that catch the internet's attention, Parker has a knack for digging into the stories most people scroll past.

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