‘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)
TT

‘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.'"



Turkish Authorities Investigate Drone Crash Days after Shooting Down Another UAV

A Turkish flag with the Bosphorus Bridge in the background, flies on a passenger ferry in Istanbul, Türkiye September 30, 2020. (Reuters)
A Turkish flag with the Bosphorus Bridge in the background, flies on a passenger ferry in Istanbul, Türkiye September 30, 2020. (Reuters)
TT

Turkish Authorities Investigate Drone Crash Days after Shooting Down Another UAV

A Turkish flag with the Bosphorus Bridge in the background, flies on a passenger ferry in Istanbul, Türkiye September 30, 2020. (Reuters)
A Turkish flag with the Bosphorus Bridge in the background, flies on a passenger ferry in Istanbul, Türkiye September 30, 2020. (Reuters)

Authorities on Friday opened an investigation into an unmanned aerial vehicle that crashed in northwest Türkiye, just days after the country shot down another drone that entered its airspace from the Black Sea.

Residents in Kocaeli province discovered the damaged UAV in a field, prompting an official investigation into the wreckage, NTV news channel and other reports said.

An initial assessment indicates the aircraft could be a Russian‑made Orlan‑10 reconnaissance drone, the Interior Ministry said in a statement, adding that an investigation was ongoing, The AP news reported.

On Monday, Turkish F-16 fighter planes intercepted what officials described as an “out of control” drone after it violated the country’s airspace.

The defense ministry said that drone was destroyed in a safe location to protect civilians and air traffic. Türkiye's government subsequently warned both Russia and Ukraine to exercise greater caution over Black Sea security.

That shootdown came after a series of Ukrainian strikes on Russian “shadow fleet” of tankers off the Turkish coast, raising concerns in Türkiye about the risk of the war in Ukraine spilling over into the region.

The defense ministry said the drone that was shot down on Monday likely broke into small fragments that scattered over a wide area, complicating efforts to identify it. Search and technical analysis efforts were still underway, it said.


UK Imposes Sanctions on Perpetrators of Violence Against Syrian Civilians

FILE - In this file photo dated Monday, Dec. 14, 2020, the Union Flag flies on the top of 10 Downing Street, the Prime Minister's official residence in London. (AP Photo/Alberto Pezzali, FILE)
FILE - In this file photo dated Monday, Dec. 14, 2020, the Union Flag flies on the top of 10 Downing Street, the Prime Minister's official residence in London. (AP Photo/Alberto Pezzali, FILE)
TT

UK Imposes Sanctions on Perpetrators of Violence Against Syrian Civilians

FILE - In this file photo dated Monday, Dec. 14, 2020, the Union Flag flies on the top of 10 Downing Street, the Prime Minister's official residence in London. (AP Photo/Alberto Pezzali, FILE)
FILE - In this file photo dated Monday, Dec. 14, 2020, the Union Flag flies on the top of 10 Downing Street, the Prime Minister's official residence in London. (AP Photo/Alberto Pezzali, FILE)

Britain ​imposed sanctions on Friday on individuals and organizations it said were linked to violence perpetrated against civilians in Syria, including some who financially supported former president Bashar al-Assad's government.

While Britain ‌has eased some ‌sanctions on ‌Syria ⁠as ​the country ‌seeks to rebuild after the collapse of the Assad regime a year ago, it said it was taking action against those who were trying to undermine peace ⁠in the Middle Eastern country.

The government ‌measures announced on ‍Friday are ‍targeted at individuals involved in coastal ‍violence in Syria in March, as well as historic violence committed during the country's civil war, the statement ​said.

"Accountability and justice for all Syrians is vital to ensure ⁠a successful and sustainable political settlement in Syria," foreign minister Yvette Cooper said.

The sanctions, a combination of asset freezes and travel bans, targeted four individuals and three organisations, while two individuals who gave financial backing to the Assad regime are also being sanctioned.


Ukraine Hits Russian 'Shadow Fleet' Tanker in Mediterranean

Crude oil tanker transits the Bosphorus in Istanbul, Türkiye, October 27, 2025. REUTERS/Yoruk Isik/File Photo
Crude oil tanker transits the Bosphorus in Istanbul, Türkiye, October 27, 2025. REUTERS/Yoruk Isik/File Photo
TT

Ukraine Hits Russian 'Shadow Fleet' Tanker in Mediterranean

Crude oil tanker transits the Bosphorus in Istanbul, Türkiye, October 27, 2025. REUTERS/Yoruk Isik/File Photo
Crude oil tanker transits the Bosphorus in Istanbul, Türkiye, October 27, 2025. REUTERS/Yoruk Isik/File Photo

Ukraine struck a Russian "shadow fleet" oil tanker in the Mediterranean Sea with ​aerial drones for the first time, an official said on Friday, reflecting the growing intensity of Kyiv's attacks on Russian oil shipping.

The vessel was empty when it was struck by drones in neutral waters more than 2,000 kilometres (1,243 miles) from Ukraine, sustaining critical damage, the official at the SBU security service said in a written statement, Reuters reported.

The tanker's last visible position on Friday morning was given as off the coast of Crete sailing parallel to Libya's coast, MarineTraffic ship tracking data showed. The Ukrainian official, who declined to ‌be named, did ‌not say exactly where the tanker was located at the ‌time ⁠of ​the ‌attack and when it happened.

Ukraine has been attacking Russian oil refineries throughout 2025, but has visibly widened its campaign in recent weeks, striking oil rigs in the Caspian Sea and claiming credit for sea-drone attacks on three tankers in the Black Sea.

The tankers are unregulated ships that Kyiv says are helping Moscow export large quantities of oil and fund its war in Ukraine despite Western sanctions.

Russian President Vladimir ⁠Putin, who ordered a full-scale invasion of Ukraine in February 2022, has threatened to sever Ukraine's access to the ‌Black Sea in response to the attacks on tankers, which ‍he has derided as piracy.

There was ‍no fresh comment from Moscow on the latest attack.

The vessel was en route ‍to the Russian port of Ust Luga in the Baltic Sea from the Indian port of Sikka, MarineTraffic data showed.

India is a major consumer of Russian oil, although it has faced pressure from US President Donald Trump to curb its purchases to reduce the oil revenue that Ukraine says ​is fuelling Russia's full-scale war.

MULTI-STAGE MEASURES

The strike on the vessel is notable not only because it was further away in the Mediterranean but also because ⁠it used long-range aerial drones.

"This development reflects a stark expansion of Ukraine’s use of uncrewed aerial systems against maritime assets associated with Russia’s sanctioned oil export network," British maritime risk-management group Vanguard said.

The Ukrainian official did not say how the drones reached the ship, but said the operation involved "multi-stage" measures.

Earlier this year, the SBU, the vast security agency behind the attack, smuggled dozens of drones into Russia for an operation to destroy strategic bombers at air bases deep inside Russia.

There have also been a string of other unexplained blasts on tankers that have called at Russian ports since December 2024. Ukraine has neither confirmed nor denied its involvement in them, but maritime security sources suspect Kyiv is behind them.

Earlier this week, two crew members of ‌the Valeriy Gorchakov Russian-flagged tanker were killed in a Ukrainian drone attack on the southern Russian port of Rostov-on-Don.