From Russian President Vladimir Putin to Philippine President Rodrigo Duterte, Trump has gone out of his way to lavish praise on some of the world's most notorious strongmen.
On Tuesday, Trump will welcome one of them -- Turkish President Recep Tayyip Erdogan -- to the White House.
But Trump isn't shy about cozying up to controversial figures. Earlier this month, he said he'd be "honored" to meet North Korean despot Kim Jong Un "under the right circumstances." That came just weeks after Trump said Egyptian President Abdel Fattah el-Sisi was doing a "fantastic job" during an Oval Office meeting.
It's not new for the US to turn a blind eye to totalitarian regimes in the name of political stability. But Trump's regard for leaders that many consider bad actors goes beyond that.
President Recep Tayyip Erdogan: 'I give him great credit'
As a candidate, Trump praised Erdogan for his handling of a failed coup attempt despite a major crackdown on perceived opposition figures -- including journalists, educators, judges, and members of parliament.
"You could see it as a strategy of saying, 'We're going to turn a blind eye to the state of your domestic politics, authoritarianism, human-rights abuses, in order to gain more cooperation on areas that matter to America' -- like security issues," Blaise Misztal, Director of National Security at the Bipartisan Policy Center, told CNN.
While Trump may be courting Erdogan as a vital ally in the fight against ISIS, it's not clear what that will look like in practice -- especially when it comes to the US's most effective proxy force -- the Kurds, seen by Turkey as the enemy.
"In the last 100 days we've seen Trump's frustrations with governing in a democratic system, in trying to get things done," Misztal says. "If you're an autocrat, and you hold all the power, you can be much more efficient and effective. That's the sort of demonstration of power that Trump seems to appreciate."
President Vladimir Putin: 'Very much a leader'
"The extent to which he went out of his way to defend Vladimir Putin was astonishing, worrying and unprecedented," James Nixey, head of the Russia and Eurasia program at UK-based Chatham House, told CNN.
Trump's statements stoked suspicion over his campaign's possible connection to Russian interference in the election. As such comments began to attract more scrutiny, Trump dialed back his language. And in January, he said he believed Russia was responsible for the hacking of the Democratic National committee. But Trump argued that a good relationship would be beneficial to the US.
"You can admire Trump's sentiment, but the devil is in the detail," Nixey said. "Getting on with the Kremlin and Putin is fine in theory, but difficult in practice. And it requires giving in to what Russia wants, a freer hand in Ukraine and the Middle East, for example."
President Xi Jinping: 'A terrific person'
But when China's President Xi Jinping visited Trump's Mar-a-Lago resort in April, the two leaders appeared to forge a "very good relationship." According to Trump, their planned 15-minute meeting stretched for hours.
"On a personal level they seem to get along very well, the question is what are the policy repercussions going to be," Hockx told CNN.
For now, Trump seems to have decided to play down those other issues to focus on North Korea.
"Now he seems to be convinced that by placing other issues to the side and focusing solely on what China and Xi Jinping can do for the US on the North Korean issue, he can succeed in getting what he wants," Adam Cathcart, a North Korea expert at Leeds University in the UK, told CNN in an email.
President Kim Jong Un: 'Pretty smart cookie'
Trump recently broke with long-held tradition by suggesting he would sit down with the North Korean leader.
It was a marked departure from the hardline stance that previous US administrations have adopted with Pyongyang as the regime has sought to advance its nuclear ambitions.
But Trump has also refused to rule out a military solution to the standoff. The US recently directed a naval strike group to the region and deployed a new anti-ballistic missile system to South Korea.
"It seems to indicate that he's either freestyling, or that his administration thinks that Kim Jong Un would actually be interested in meeting as a kind of carrot for negotiating," Cathcart told CNN. "But there is an obvious dissonance with [Secretary of State Rex] Tillerson's categorical statements that the US will not 'negotiate its way back to the negotiating table.'"
But talks between the President and Kim seem unlikely after yet another ballistic missile was launched by North Korea over the weekend. North Korea said Monday the launch is proof they have a rocket capable of carrying a nuclear warhead and that they have the United States in "sighting range for strike."
Cathcart told CNN that any potential negotiations with the young leader could prove to be a minefield for Trump, opening the door for North Korea to demand recognition as a legitimate nuclear weapons state.
"There are dangers involved in getting what everyone thinks they want -- a grand US-North Korean bargain," Cathcart wrote.
President Abdel Fattah el-Sisi: 'Fantastic guy'
The US President heaped praise on Sisi, signaling a significant shift from cooled US-Egypt relations under the Obama administration.
It was not the first time he had spoken highly of the Egyptian leader. In 2016, Trump hailed Sisi's counterterrorism policy in an interview with Fox Business. He called the Egyptian leader a "fantastic guy," adding that his "tough approach" had "gotten terrorists out (of Egypt)."
"Trump wants to be able to do whatever he likes. When he sees people abroad who have that power, he seems to be envious of that," Timothy E. Kaldas, an analyst at the Washington-based think tank the Tahrir Institute for Middle East Policy, told CNN.
"His fascination with Sisi has to do with his crushing Islamist groups," Kaldas said. "Trump wants to believe that these strong-arm tactics are the most effective, that the liberal call for restraint and respect for human rights are just getting in the way of the fight against terrorism."
But Misztal argued that human rights could come up behind closed doors.
"During Sisi's visit last month, while there was a lot of concern that there was no public mention of his human-rights record, Trump had secured the release of an American being held in an Egyptian prison," Misztal said. "Just because Trump hasn't said these things publicly, doesn't mean they're not being said in the background."
President Rodrigo Duterte: 'Very friendly' call
Joshua Kurlantzick, a Southeast Asia fellow at the Council on Foreign Relations, said that while the call might be troubling considering Duterte's record on human rights, it's not surprising that Trump would speak with the leader of a treaty ally.
Kurlantzick said Duterte would probably accept the President's invitation to the White House eventually, but may not want to appear as though he is embracing the US, given how much he has courted China.
"Duterte has a very long, complex history of anti-Americanism, so just because Trump likes Duterte and his authoritarianism, it doesn't mean they're going to get along well," Kurlantzick added.
Graphics by CNN's Henrik Pettersson.

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