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May will formally step down as Conservative Party leader after Trump visits on June 7.
Trump, during his Oval Office interview with the Sun published Friday, criticized May's efforts on Brexit, saying he thinks "the UK allowed the European Union to have all the cards."
"I had mentioned to Theresa that you have got to build up your ammunition. ... I am sure that you could have built up a big advantage for your side and negotiated from strength," he said.
"And it is very hard to play well when one side has all the advantage," he continued. "They had nothing to lose. They didn't give the European Union anything to lose."
However, he acknowledged, "at the same time, I respect Theresa and she would certainly know the facts a lot better than I know them."