Air Force Brig. Gen. Daniel Caine

President Donald Trump's choice last week to nominate Lt. Gen. Dan "Razin" Caine as his pick to be chairman of the Joint Chiefs of Staff marks uncharted territory for the military.

Caine, a retired three-star Air Force[1] general, does not meet the legal requirements to serve as the nation's top military officer because, unlike his predecessor Gen. Charles "CQ" Brown, he never served as the vice chairman of the Joint Chiefs of Staff, the head of a service branch, or the commander of a unified or specified combatant command.

A waiver will need to be granted for Caine to serve in the position, but other issues also loom. The military general's relationship to Trump and business ties to his family are raising concerns about his appointment, ethics experts told Military.com, and former classmates of the officer fear the precarious position their colleague may be put in by the president.

Read Next: Air Force Academy Investigating Nearly 100 Cadets for Cheating, Honor Code Violations[2]

Caine's nomination comes after the controversial firing of Brown and other top service officials[3] this month, prompting five former defense secretaries including Lloyd Austin and Jim Mattis to issue a letter this week[4] urgently calling for congressional hearings into the matter -- and a hold on Caine's nomination until it happens.

"The House and Senate should demand that the administration justify each firing and fully explain why it violated Congress' legislative intent that the chairman of the Joint Chiefs of Staff complete a four-year term in office. General CQ Brown Jr. had not yet completed two years in the job," the former top civilian Pentagon leaders wrote. "In the meantime, senators should refuse to confirm any new Defense Department nominations, including that of retired Lt. Gen. Dan Caine as the next chairman of the Joint Chiefs of Staff."

Military.com reached out to Caine for comment on Friday but did not receive an immediate response.

Caine would be the first career Air National Guard[5] officer to be chair of the Joint Chiefs of Staff, according to the National Guard Association of the United States, a nonprofit organization that lobbies on behalf of the reserve component.

If granted a waiver and confirmed, Caine would also be the third Guardsman to take over the highest ranks of the new administration. Defense Secretary Pete Hegseth was an Army[6] National Guard major, and Michael Waltz, a former congressman and retired Army Guard Special Forces[7] colonel, is serving as Trump's national security adviser.

"We look forward to working with another senior Pentagon official who understands the lethality and efficiency the Guard brings to the fight," Retired Maj. Gen. Francis McGinn, the NGAUS president, said in a statement. "Our community is ready and willing to play a critical role in implementing peace through strength and supporting the strategy of denial."

Caine started as an F-16 Fighting Falcon[8] pilot at Syracuse Air National Guard Base, New York, according to a copy of his service biography, and had numerous Guard assignments throughout his three-decade career. His most recent assignment was as the associate director for military affairs at the CIA.

But between 2018 and 2019, he also served as the deputy commanding general of the U.S. Central Command Special Operations Component and the Special Operations Joint Task Force for Operation Inherent Resolve, the military's fight against the Islamic State terrorist group -- an assignment which Trump has publicly praised multiple times in speeches

"I look forward to working with him, and he will give straightforward advice, as he did to President Trump on the defeat of ISIS," Hegseth said in a recent interview on Fox News, adding "the president respects leaders who untie the hands of warfighters in a very dangerous world. I think Dan Caine's the man to meet the moment."

Ties to the Kushners

Aside from being an unusual pick for his resume -- his military experience does not meet the criteria for the chairman post as laid out by the law -- Caine is also retired.

Caine, who is described in his official Air Force biography[9] as "a serial entrepreneur and investor," immediately joined the boards of several companies and investment firms when he retired that may lead to conflicts for him as he reenters the military.

According to his LinkedIn profile[10], starting in January 2025, Caine became a member of several venture capital firms including Voyager Space, Shield Capital and Thrive Capital.

According to their websites, both Voyager[11] and Shield are focused[12] on space and national security technologies -- huge fields of growth for the military.

Meanwhile, Thrive Capital is an investment firm that is run by Joshua Kushner, the younger brother of Jared Kushner, Trump's son-in-law and onetime adviser.

While Jared does not appear to be involved in the second Trump administration, the pair's father, Charles Kushner, has been nominated to serve as ambassador to France after making one of the largest donations to the Trump political action committee "Make America Great Again Inc." in 2023.

Concerns over industry ties are not new. They have been a staple of[13] discussion for[14] the Pentagon's civilian leaders[15] -- namely defense secretaries -- going back[16] many administrations.

Spokespeople for the Joint Chiefs declined to comment on Caine's ties to the Kushner family, directing comment to the defense secretary's office and the White House. Neither responded by publication time.

Craig Holman, a government affairs lobbyist with Public Citizen, a nonprofit watchdog advocacy organization, told Military.com that "there has always been a problem, particularly with the military and military contracts -- retired generals moving into positions on boards of companies that are then securing military contracts."

Caine's appointment, however, will now bring those concerns into the military ranks.

"The extent of that type of conflict of interest this time around is unprecedented," Holman told Military.com. "We've never seen it go this far."

"All of this is very, very troubling, both in terms of the actual conflicts of interest and the lack of capability of many of these appointees, not just in the military, by the way, but throughout, throughout the executive branch," he said.

'Brother Rats'

Caine began his military career after graduating in 1990 from the Virginia Military Institute, or VMI, one of the nation's public senior military colleges. The day after Trump announced him as Brown's replacement, Caine's alma mater issued a news release congratulating the retired officer on his nomination.

Fellow graduates of the Virginia Military Institute told Military.com that they had great admiration for Caine, but feared the circumstances in which he's been nominated to serve as the president's top military adviser.

The southern military college is a close-knit group. As freshmen, students often call each other "brother rats," a term often used to explain the tight bonds students form during their arduous first year at the Virginia Military Institute.

"I have come to know some of the greatest people in the world in my brother rats. We have gone through the good and the bad but always came out together," Caine wrote in his senior year 1990 yearbook, which Military.com read. "Closing this seems so strange. I don't want to thank VMI because I don't know what it has done for me yet."

Finnie Coleman, a professor at the University of New Mexico, a former Army officer and classmate of Caine's, told Miltiary.com that he was a company commander at VMI alongside Caine.

While Coleman explained that he was incredibly proud of his classmate, he also noted that his brother rat's "opportunity of a lifetime comes under circumstances that aren't ideal."

"I couldn't be more torn," Coleman told Military.com. "The good news is Dan has remarkable interpersonal integrity, and my hope is that integrity will be paired up with the courage that he needs to do the right thing by our military, which I think means being able to be truthful with the president but also to be loyal to our troops."

One person familiar with Caine at VMI, who spoke on condition of anonymity, told Military.com that other classmates have also raised concerns about the circumstances of the graduate's appointment.

"I have my doubts as to why he was selected," the VMI associate told Military.com. "I'm wondering if it's because they think he will tote the water of the Trump administration, or do their bidding."

Caine's former associate added that classmates have had the discussion: "'Do we think that if he needs to push back, he will be willing to do that?' I don't know the answer to that question. I'd like to think he would."

Trump has made his admiration for Caine known. Back in 2019 at the Conservative Political Action Conference, known as CPAC, he recalled meeting the officer and, after speaking about him, said, "I just made him a big star."

In 2024, again at CPAC, Trump recalled an interaction with Caine in which he allegedly expressed fervent loyalty to the president.

"'Yes, sir. I love you, sir. I think you're great, sir. I'll kill for you, sir,'" Trump recalled Caine allegedly saying. "Then he puts on a Make America Great Again hat."

Some media reports have questioned the veracity of Trump's story.

"I never saw anything at VMI that would tell me that Dan Caine is an ideologue, but I do know that most of my brother rats are passionate conservatives," Coleman said.

Related: Fired: Joint Chiefs Chairman, Top Navy Leader, Air Force Vice Chief, Service Judge Advocates General[17]

© Copyright 2025 Military.com. All rights reserved. This article may not be republished, rebroadcast, rewritten or otherwise distributed without written permission. To reprint or license this article or any content from Military.com, please submit your request here[18].

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An aircraft makes a landing.A retired and demilitarized AV-8B Harrier II+ was inducted into the Pima Air and Space Museum in Tucson, Arizona, Feb. 14, 2025. 

"This is a unique opportunity to preserve and share a vital chapter in aviation history while playing a valuable role in

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Transgender U.S. Army captain Jennifer Sims

A Pentagon policy implementing President Donald Trump's order to ban transgender from serving in the military will make it virtually impossible for transgender troops to stay in despite an ostensible waiver process, transgender rights advocates told Military.com on Thursday.

While the ability to get an exemption exists on paper, the criteria are so narrow and contradictory that, in practice, advocates said it is unlikely anyone will qualify for a waiver, and they called talk about the exemptions a distraction from the ban.

"The administration has doubled down on betraying service members who have faithfully followed the rules, met the same standards as others, and put their lives on the line to serve our country," Shannon Minter, legal director at National Center for Lesbian Rights, which is co-leading a lawsuit against the policy, said in a written statement. "The scope and severity of the ban are unprecedented. This is a complete purge of all transgender individuals from military service."

Read Next: Navy Secretary Nominee, a Trump Donor with No Military Experience, Glides Through Confirmation Hearing[1]

The Pentagon on Thursday publicly acknowledged the new policy.

"Transgender troops are disqualified from service without an exemption," the DOD Rapid Response social media account, an anonymously run official account launched over the weekend that has mostly been criticizing news coverage of the department, posted Thursday[2] in a response to a headline from CBS News that noted the waiver process.

The policy was revealed in a court filing Wednesday night rather than a formal announcement from the Pentagon. It fulfills the demands of an executive order signed by Trump last month[3] that described being transgender as "not consistent with the humility and selflessness required of a service member."

The policy, signed by acting Pentagon personnel chief Darin Selnick, echoes the executive order's language in calling gender dysphoria "incompatible with the high mental and physical standards necessary for military service."

"It is the policy of the United States government to establish high standards for service member readiness, lethality, cohesion, honesty, humility, uniformity and integrity," the policy said. "This policy is inconsistent with the medical, surgical and mental health constraints on individuals with gender dysphoria or who have a current diagnosis or history of, or exhibit symptoms consistent with, gender dysphoria."

Asked at a briefing Thursday afternoon what evidence there is that transgender troops are incapable of serving or are incompatible with military values such as humility and integrity, Pentagon officials referred reporters to the White House.

Gender dysphoria is the medical term for the distress caused by someone's gender identity not matching their sex assigned at birth.

As of December, there were 4,240 service members in the active duty, National Guard[4] and reserves with a gender dysphoria diagnosis, a defense official previously told Military.com[5].

Under the new policy, troops will be kicked out of the military if they have ever been diagnosed with gender dysphoria or they have ever had gender-affirming surgery or hormone therapy.

Waivers are allowed if service members meet three criteria, according to the policy: They are stable in their biological sex for 36 months without "clinically significant distress or impairment;" have never attempted to transition to their gender identity; and are willing to serve in their sex assigned at birth.

There must also be "a compelling government interest in retaining the service member that directly supports warfighting capabilities," the policy adds.

The policy also says that any transgender service member who comes forward to voluntarily separate within the next 30 days is also eligible for a separation bonus that's twice as much as the involuntary separation pay[6] they would receive if they are later kicked out for having gender dysphoria.

Trish King, a retired Army[7] infantry soldier who served during the first Trump administration's transgender ban, suggested qualifying for a waiver under the new criteria would be impossible.

"We're saying that you can't have had gender dysphoria, but maybe if you had gender dysphoria, you can still serve, but you can't attempt to do anything about your gender dysphoria or need any treatment for it," King said in a phone interview with Military.com. "That's not a waiver. That's not for anybody."

Asked Thursday morning how many service members are expected to qualify for waivers, a Pentagon spokesperson declined to comment.

The policy revealed this week goes much further than the first Trump administration's ban on most transgender service members. Back then, service members who came out as transgender prior to the ban were allowed to continue serving in their gender identity.

The first Trump administration policy, recognizing the U.S. interest to "preserve the department's substantial investment in trained personnel," also did not automatically boot service members who were diagnosed with gender dysphoria after the ban was implemented. Those troops could stay in the military without applying for a waiver as long as they were willing to serve in their biological sex.

They could also apply for a waiver to serve in their gender identity. Just one waiver, for a Navy[8] sailor, was known to be granted[9].

The new policy was revealed as part of a filing by the Justice Department in the lawsuit by the National Center for Lesbian Rights, or NCLR, and GLBTQ Legal Advocates and Defenders, or GLAD Law. The lawsuit was filed on behalf of several transgender troops and recruits.

On Thursday, the judge in the case demanded the Trump administration answer a slew of questions about the policy by Saturday morning, including whether the service members who are plaintiffs in the lawsuit would be separated under the policy and whether there is any other mental health condition besides gender dysphoria that the Pentagon considers inconsistent with honesty, humility and integrity.

The judge, Ana Reyes, is weighing a request from NCLR and GLAD Law to block the policy from taking effect while the lawsuit works its way through the legal system. In a two-day hearing last week, Reyes appeared inclined to grant the request, calling Trump's executive order a display of "unadulterated animus."[10]

A second lawsuit against the policy was filed by Lambda Legal and the Human Rights Campaign Foundation. In a statement Thursday, the two groups called the new policy "a dishonorable action from a dishonorable administration."

"Forcing out thousands of transgender service members -- who have met every qualification to serve -- does not enhance military excellence or make our country safer," they said. "Instead, the United States will be losing highly trained professionals who serve in roles critical to our national security."

-- Konstantin Toropin contributed to this report.

Related: 'Unadulterated Animus': Judge Tears into Trump Administration at Hearing on Transgender Military Ban[11]

© Copyright 2025 Military.com. All rights reserved. This article may not be republished, rebroadcast, rewritten or otherwise distributed without written permission. To reprint or license this article or any content from Military.com, please submit your request here[12].

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 Chairman of the Joint Chiefs of Staff Air Force Gen. CQ Brown

WASHINGTON — Five former secretaries of defense are calling on Congress to hold immediate hearings on President Donald Trump's recent firings of the chairman[1] of the Joint Chiefs of Staff and several other senior military leaders, according to a letter obtained by The Associated Press[2].

The five men — who represented Republican and Democratic administrations over the past three decades — said the dismissals were alarming, raised “troubling questions about the administration’s desire to politicize the military" and removed legal constraints on the president’s power.

Late last week, Trump fired Air Force Gen. CQ Brown Jr.[3] as chairman of the Joint Chiefs. Defense Secretary Pete Hegseth[4] followed that by firing Adm. Lisa Franchetti, chief of naval operations; Gen. Jim Slife, vice chief of the Air Force; and the judge advocates general for the military services[5].

Hegseth has defended the firing of Brown, saying that other presidents made changes in military personnel and that Trump deserves to pick his own team. Hegseth said he fired the JAGs because he didn’t think they were “well-suited” to provide recommendations when lawful orders are given.

The letter — signed by William Perry, Leon Panetta, Chuck Hagel[6], Jim Mattis[7] and Lloyd Austin[8] — said there were no real justifications for the firings because several of the officers had been nominated by Trump for previous positions. And it said they had exemplary careers, including operational and combat experience.

“We, like many Americans — including many troops — are therefore left to conclude that these leaders are being fired for purely partisan reasons,” said the letter, adding that “we’re not asking members of Congress to do us a favor; we’re asking them to do their jobs.”

In the meantime, they said, senators should refuse to confirm any new Pentagon nominations, including retired Lt. Gen. Dan Caine, who Trump has said should be the next joint chiefs chairman.

Trump’s choice of Caine[9] is unusual. Caine, who is widely respected in the military, would have to come back onto active duty but he does not meet the legal requirements for the top post. According to law, a chairman must have served as a combatant commander or service chief. The president can waive those requirements.

Hagel is a Republican and Mattis, an independent, was Trump's first defense chief. The other three are Democrats. Four of the five served in the military, including two — Mattis and Austin — who were four-star generals.

"The House and Senate should demand that the administration justify each firing and fully explain why it violated Congress’ legislative intent that the chairman of the Joint Chiefs of Staff complete a four-year term in office," the letter said.

The chairman has a four-year term, and Brown had served a bit less than 17 months.

In recent decades, a number of three-star and four-star officers have been fired, but Pentagon leaders have routinely made clear why they were ousted. Those reasons included disagreements over the conduct of the Iraq or Afghanistan wars, problems with the oversight of America’s nuclear arsenal and public statements critical of the president and other leaders.

© Copyright 2025 Associated Press. All rights reserved. This material may not be published, broadcast, rewritten or redistributed.

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