‘He’s a Real General’: How Trump Chose Dan Caine to Be Top US Military Officer

 This image provided by the US Air Force shows Lt. Gen. Dan Caine. (US Air Force via AP)
This image provided by the US Air Force shows Lt. Gen. Dan Caine. (US Air Force via AP)
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‘He’s a Real General’: How Trump Chose Dan Caine to Be Top US Military Officer

 This image provided by the US Air Force shows Lt. Gen. Dan Caine. (US Air Force via AP)
This image provided by the US Air Force shows Lt. Gen. Dan Caine. (US Air Force via AP)

Dan Caine may not have been on Washington's radar before Friday night. But President Donald Trump's fascination with the retired three-star general, his surprise pick to become the next chairman of the Joint Chiefs of Staff, appears to go back to their first meeting in Iraq in 2018.

Caine, then the deputy commander of a special operations task force fighting ISIS, told the president that the extremist group could be destroyed in just a week, Trump recalled during a speech to the Conservative Political Action Conference in 2019.

Since then, he has retold the story about how he met "Razin" Caine multiple times - and the praise has only grown more effusive.

"He's a real general, not a television general," Trump said in Miami on Wednesday, two days before his Truth Social post catapulted Caine from retirement to a nomination to be the most senior active-duty officer in the US military.

If approved by the Senate, Caine will take over a military that is reeling from change in the first 30 days of the Trump administration and will inherit a Joint Staff rattled by Trump's surprise firing of the chairman of the Joint Chiefs of Staff, Air Force General C.Q. Brown.

Caine, a retired F-16 pilot, will be promoted to four-star general, and then have to undergo a potentially grueling Senate confirmation process to get a four-year term as the uniformed head of the nation's military.

UNCONVENTIONAL PICK

Caine's military career is a far cry from the traditional path to becoming the president's top military adviser. Previous generals and admirals have led a combatant command or a military branch of service.

Caine did not rise that high in the ranks before retirement. According to Trump, he was "passed over for promotion by Sleepy Joe Biden," whom Trump defeated in November's presidential campaign.

"But not anymore!", Trump wrote on Truth Social.

Earlier this year Caine described on a podcast how as a young man he wanted to follow in the footsteps of his father, a fighter pilot.

"We started moving around as a kid. So I felt like this was something that I really, really, really wanted to do, was fly jets in the Air Force," Caine said.

He graduated in 1990 from the Virginia Military Institute with a bachelor's degree in Arts and Economics.

Caine, who flew more than 2,800 hours in the F-16, was one of the pilots tasked with protecting Washington on September 11, 2001, when al-Qaeda hijackers slammed commercial jets into the Pentagon and the World Trade Center in New York City.

Caine realized he might have to shoot down a hijacked plane if one crossed his path.

"I was very mindful that if we made a mistake or if we got it wrong or if we missed somebody and we did not shoot, the consequences of that could be catastrophic," Caine, who has also flown the T-37 and T-38 aircraft, said in an article posted on the CIA website.

Caine held a number of posts in the capital from 2005. He was as a special assistant to the secretary at the Department of Agriculture and then policy director for counterterrorism at the White House's homeland security council.

According to his official Air Force biography, Caine was a part-time member of the National Guard and "a serial entrepreneur and investor" from 2009 to 2016.

He was most recently the associate director for military affairs at the Central Intelligence Agency, before his retirement late last year.

But it was his time in Iraq from 2018 to 2019 that helped him gain Trump's attention.

Caine will be under particular scrutiny to ensure that he is apolitical, a concern that was heightened by the Friday night firing of Brown, a four-star general. Uniformed military officials are supposed to be loyal to the US Constitution and independent of any party or political movement.

A senior US military official who has worked with Caine for more than a decade said he would seek to keep the military out of politics.

Caine "puts the mission and troops above politics. He is not a political guy," the official said.

How far Caine can keep the military out of politics may largely depend on Trump - who in the past has dragged the military into partisan issues.

In a recent re-telling of their first meeting in Iraq, Trump said that Caine was in the hangar where service members started putting on "Make America Great Again" hats.

"They all put on the Make America Great Again hat. Not supposed to do it," Trump said during a speech last year.

"I said, 'you're not supposed to do that. You know that.' They said, 'It's OK, sir. We don't care.'"



Italian PM Calls Threatened US Tariffs Over Greenland a ‘Mistake’

 Italy's Prime Minister Giorgia Meloni speaks during a press conference with Japan's Prime Minister Sanae Takaichi at the prime minister's official residence in Tokyo on January 16, 2026. (AFP)
Italy's Prime Minister Giorgia Meloni speaks during a press conference with Japan's Prime Minister Sanae Takaichi at the prime minister's official residence in Tokyo on January 16, 2026. (AFP)
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Italian PM Calls Threatened US Tariffs Over Greenland a ‘Mistake’

 Italy's Prime Minister Giorgia Meloni speaks during a press conference with Japan's Prime Minister Sanae Takaichi at the prime minister's official residence in Tokyo on January 16, 2026. (AFP)
Italy's Prime Minister Giorgia Meloni speaks during a press conference with Japan's Prime Minister Sanae Takaichi at the prime minister's official residence in Tokyo on January 16, 2026. (AFP)

Italy's prime minister called US President Donald Trump's threat to slap tariffs on opponents of his plan to seize Greenland a "mistake" on Sunday, adding she had told him her views.

"I believe that imposing new sanctions today would be a mistake," Prime Minister Giorgia Meloni told journalists during a trip to Seoul.

"I spoke to Donald Trump a few hours ago and told him what I think, and I spoke to the NATO secretary general, who confirmed that NATO is beginning to work on this issue."

However, the far-right prime minister -- a Trump ally in Europe -- sought to downplay the conflict, telling journalists "there has been a problem of understanding and communication" between Europe and the United States related to the Arctic island, an autonomous territory of Denmark.

Trump has threatened to impose tariffs of up to 25 percent on all goods sent to the United States from Denmark, Norway, Sweden, France, Germany, the United Kingdom, the Netherlands and Finland over their objections to his moves.

Meloni said it was up to NATO to take an active role in the growing crisis.

"NATO is the place where we must try to organize together deterrents against interference that may be hostile in a territory that is clearly strategic, and I believe that the fact that NATO has begun to work on this is a good initiative," she told reporters.

Meloni said that "from the American point of view, the message that had come from this side of the Atlantic was not clear".

"It seems to me that the risk is that the initiatives of some European countries were interpreted as anti-American, which was clearly not the intention."

Meloni did not specify to what exactly she was referring.

Trump claims the United States needs Greenland for its national security.


Drone Strike Cuts Power Supply in Russia-Held Parts of Ukraine’s Zaporizhzhia Region

 This photo, provided by Ukraine's 65th Mechanized Brigade press service, shows a regional border stele decorated with national flags and military unit emblems in Orikhiv district in the Zaporizhzhia region, Ukraine, Tuesday, Jan. 13, 2026. (Andriy Andriyenko/Ukraine's 65th Mechanized Brigade via AP)
This photo, provided by Ukraine's 65th Mechanized Brigade press service, shows a regional border stele decorated with national flags and military unit emblems in Orikhiv district in the Zaporizhzhia region, Ukraine, Tuesday, Jan. 13, 2026. (Andriy Andriyenko/Ukraine's 65th Mechanized Brigade via AP)
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Drone Strike Cuts Power Supply in Russia-Held Parts of Ukraine’s Zaporizhzhia Region

 This photo, provided by Ukraine's 65th Mechanized Brigade press service, shows a regional border stele decorated with national flags and military unit emblems in Orikhiv district in the Zaporizhzhia region, Ukraine, Tuesday, Jan. 13, 2026. (Andriy Andriyenko/Ukraine's 65th Mechanized Brigade via AP)
This photo, provided by Ukraine's 65th Mechanized Brigade press service, shows a regional border stele decorated with national flags and military unit emblems in Orikhiv district in the Zaporizhzhia region, Ukraine, Tuesday, Jan. 13, 2026. (Andriy Andriyenko/Ukraine's 65th Mechanized Brigade via AP)

More than 200,000 consumers in the Russian-held part of Ukraine's Zaporizhzhia region were left without electricity on Sunday, the ‌Moscow-installed regional governor ‌said, after a ‌Ukrainian ⁠drone strike ‌on Saturday.

In a statement posted on Telegram, Yevgeny Balitsky said that work was ongoing to restore the power supply, but that almost 400 settlements remain without electricity.

Temperatures are well below freezing ⁠throughout the southeastern Zaporizhzhia region, around 75% of ‌which is controlled by Russia.

Russia ‍has frequently bombarded ‍Ukraine's power infrastructure throughout its nearly ‍four-year war, causing rolling daily blackouts, and has also targeted heating systems this winter.

Separately, the governor of the Russian border region of Belgorod, which has come under regular Ukrainian attack since 2022, ⁠said that one person had been killed and another wounded by a drone strike on the border village of Nechaevka.

Further south, in the Caucasus mountains region of North Ossetia, two children and one adult were injured when a Ukrainian drone struck a residential building in the town ‌of Beslan, the region's governor said.


Danish Foreign Minister to Visit NATO Allies Over Greenland

Denmark's Foreign Minister Lars Lokke Rasmussen reacts, following his and Greenland's Foreign Minister Vivian Motzfeldt meeting with US Senators Angus King (I-ME), Lisa Murkowski (R-AK), Ruben Gallego (D-AZ) and a press conference, in Washington DC, US, January 14, 2026. (Reuters)
Denmark's Foreign Minister Lars Lokke Rasmussen reacts, following his and Greenland's Foreign Minister Vivian Motzfeldt meeting with US Senators Angus King (I-ME), Lisa Murkowski (R-AK), Ruben Gallego (D-AZ) and a press conference, in Washington DC, US, January 14, 2026. (Reuters)
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Danish Foreign Minister to Visit NATO Allies Over Greenland

Denmark's Foreign Minister Lars Lokke Rasmussen reacts, following his and Greenland's Foreign Minister Vivian Motzfeldt meeting with US Senators Angus King (I-ME), Lisa Murkowski (R-AK), Ruben Gallego (D-AZ) and a press conference, in Washington DC, US, January 14, 2026. (Reuters)
Denmark's Foreign Minister Lars Lokke Rasmussen reacts, following his and Greenland's Foreign Minister Vivian Motzfeldt meeting with US Senators Angus King (I-ME), Lisa Murkowski (R-AK), Ruben Gallego (D-AZ) and a press conference, in Washington DC, US, January 14, 2026. (Reuters)

Denmark's foreign minister is to visit fellow NATO members Norway, the UK and Sweden to discuss the alliance's Arctic security strategy, his ministry announced Sunday.

Foreign Minister Lars Lokke Rasmussen will visit Oslo on Sunday, travel to London on Monday and then to Stockholm on Thursday.

The diplomatic tour follows US President Donald Trump's threat to punish eight countries -- including the three Rasmussen is visiting -- with tariffs over their opposition to his plan to seize control of Greenland, an autonomous Danish territory.

Trump has accused Denmark, Norway, Sweden, France, Germany, the UK, the Netherlands and Finland of playing a "very dangerous game" after they sent a few dozen troops to the island as part of a military drill.

"In an unstable and unpredictable world, Denmark needs close friends and allies," Rasmussen stated in a press release.

"Our countries share the view that we all agree on the need to strengthen NATO's role in the Arctic, and I look forward to discussing how to achieve this," he said.

An extraordinary meeting of EU ambassadors has been called in Brussels for Sunday afternoon.

Denmark, "in cooperation with several European allies", recently joined a declaration on Greenland stating that the mineral-rich island is part of NATO and that its security is a "shared responsibility" of alliance members, the ministry statement added.

Since his return to the White House for a second term, Trump has made no secret of his desire to annex Greenland, defending the strategy as necessary for national security and to ward off supposed Russian and Chinese advances in the Arctic.