Trump says he feels better around losers: 'I like them listening to my success'

Donald Trump made an unusual confession at the Future Investment Initiative (FII) Institute Summit
Donald Trump speaks at the FII Institute Summit in Miami Beach where he made remarks about success and leadership (AP Photo/Mark Schiefelbein)
Donald Trump speaks at the FII Institute Summit in Miami Beach where he made remarks about success and leadership (AP Photo/Mark Schiefelbein)

MIAMI BEACH, FLORIDA: Donald Trump made an eyebrow-raising confession during his appearance at the Future Investment Initiative (FII) Institute Summit when he made an unusual remark about the kind of people he prefers to be around.

Speaking at the Faena Forum during the high-profile event on Friday, March 27, Trump mixed humor with honesty, offering a candid take on success, ego, and the people he chooses to keep in his circle. The moment stood out from an otherwise wide-ranging speech that covered global politics and economic issues.



Donald Trump says he avoids ‘very successful’ people

During his remarks, Trump openly admitted that he feels more comfortable around people he considers less successful than those who constantly talk about their achievements.

President Donald Trump speaks at the Future Investment Initiative Institute's summit Friday, March 27, 2026, in Miami Beach, Fla (AP Photo/Mark Schiefelbein)
President Donald Trump speaks at the Future Investment Initiative Institute's summit Friday, March 27, 2026, in Miami Beach, Florida (AP Photo/Mark Schiefelbein)

“I hang out with losers because it makes me 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,” he said.

The comment, delivered in his signature off-the-cuff style, drew attention for its mix of humor and self-confidence. 

Trump's speech shifts between humor and global issues

Despite the lighthearted moment, Trump’s speech addressed a wide range of serious topics, including foreign policy and ongoing global tensions.

At one point, he indicated a possible shift away from conflict with Iran, suggesting that negotiations were progressing positively.

President Donald Trump speaks at the Future Investment Initiative Institute's summit Friday, March 27, 2026, in Miami Beach, Fla. (AP Photo/Mark Schiefelbein)
President Donald Trump speaks at the Future Investment Initiative Institute's summit Friday, March 27, 2026, in Miami Beach, Fla. (AP Photo/Mark Schiefelbein)

“We're negotiating [with Iran] now, and it would be great if we could do something, but they have to open it up,” he said, referring to the Strait of Hormuz - a critical global shipping route.

He even caught himself mid-sentence while speaking about the waterway, adding, “They have to open up the Strait of Trump - I mean, Hormuz. … The fake news will say he accidentally said [that]. No, there's no accidents with me.”

Donald Trump hints at broader geopolitical moves and NATO criticism

Trump also made headlines for comments that seemed to hint at future geopolitical actions, though he quickly tried to downplay them.

“And Cuba is next, by the way. But pretend I didn't say that,” he said. “Please, please, please media, please disregard that statement. Thank you very much - Cuba's next.”

He went on to criticize NATO’s absence from negotiations involving Iran, calling it a “tremendous mistake” and suggesting that the United States has carried a disproportionate burden in the alliance.

“They just weren't there,” Trump said, adding that the situation could ultimately benefit the United States financially given its past contributions.

The president also emphasized the strategic importance of the Strait of Hormuz, noting its role in the global oil supply and the need to keep it open.

GET BREAKING U.S. NEWS & POLITICAL UPDATES
STRAIGHT TO YOUR INBOX.

MORE STORIES

President Donald Trump celebrated the arrival of Vice President JD Vance's fourth child, sharing the first public photo of baby Alec Neel Vance
10 hours ago
Ivanka Trump, Tiffany Trump, Donald Trump Jr, and Eric Trump attended the FIFA World Cup final at MetLife Stadium alongside their spouses
19 hours ago
The moment quickly went viral on social media, adding to the attention surrounding Trump's appearance at the trophy presentation
21 hours ago
As thousands of soccer fans filled MetLife Stadium in Spain and Argentina jerseys, Melania Trump opted for a casual yet polished look
23 hours ago
Trump joked that he would like to switch lives with either soccer star for 'about a month or so'
23 hours ago
Donald Trump stayed with Spain's players after presenting the trophy until FIFA officials signaled him to step aside
1 day ago
Vice President JD Vance and Second Lady Usha Vance said both mother and newborn are healthy as their family grew to six
1 day ago
Videos showed Trump being booed after Jennifer Hudson's anthem performance as he attended the FIFA World Cup final between Spain and Argentina
1 day ago
The threat came after footage from Fanatics Fest showed Logan Paul and Brady trading barbs on stage before the moment appeared to turn physical
1 day ago
President Trump praised Lionel Messi as 'one of the greatest' while saying he had always admired both Messi and Cristiano Ronaldo
1 day ago