Perhaps one of the strangest pivots has to come from Nicki Minaj. Though previously critical of the Trump admin to varying degrees, she came out as his "no. 1 fan" earlier this year during the Trump Summit in early 2026. She later flaunted one of Trump's Gold Cards, though a Homeland Security Department official said that Nicki's been eligible to petition for citizenship since she's been a legal permanent resident for nearly 20 years. She's also been bonding with Erika Kirk as of late, too. 

Zachary Levi is openly conservative, but he wasn't always a fan of Trump. During the 2016 elections, he urged his X (formerly Twitter) followers not to vote for either Trump or Hillary Clinton. He had a change of heart when RFK Jr. dropped out. In 2024, he formally endorsed Trump ahead of the elections during an event in Michigan. 

The Sopranos star cast her ballot for Joe Biden in 2020, her first time voting. However, by the time the next election cycle came around, she came out as MAGA, partially due to her anti-vax stance and the crime rate, among other factors. In an interview with Variety, she said that she wasn't the only person in Hollywood who was voting for Trump. “The people I’m around, a lot of liberals are voting for Trump. I think half of Hollywood is actually voting for Trump,” she said. “I know that I’ve gotten plenty of messages in my Inbox: ‘Thank you for saying things I can’t say.’”

Mel Gibson didn't extend his co-sign on Donald Trump until the 2024 election cycle, when he became a big part of the campaign. Gibson offered his endorsement of Trump while downplaying Kamala Harris's intelligence ahead of the last election. Shortly after, Trump named him alongside Jon Voight and Sylvester Stallone as his Hollywood ambassadors of sorts. "They will serve as Special Envoys to me for the purpose of bringing Hollywood, which has lost much business over the last four years to Foreign Countries, BACK — BIGGER, BETTER. AND STRONGER THAN EVER BEFORE!” Trump wrote ahead of his inauguration, per the Hollywood Reporter. “It will again be, like The United States of America itself, The Golden Age of Hollywood!”

Before the 2024 election, Musk had criticized Donald Trump's presidency, and the pair certainly had a rocky relationship. However, the X owner eventually gave Trump a glowing endorsement, pushed him on the campaign trail, and reportedly spent about $290 million on Trump and the Republican Party. Ultimately, he took on a leading role in DOGE, before his very public breakup with Trump.

Amber Rose has done a full 180 on Trump since his 2016 campaign. In an interview that year, she described him as a "f*cking idiot." Fast forward to 2024, and she has become one of his boldest advocates in pop culture. After supposedly doing her own research, she saw the Republican light and embraced MAGA, eventually appearing at rallies and even meeting with Trump and Melania for photo-ops. 

Puerto Rican Reggaeton star Anuel AA offered a glowing endorsement for Trump at a rally in Johnstown, Pennsylvania. Here, he was joined by Justin Quiles to try to mobilize the Puerto Rican vote. Calling Trump “the best president the world has seen, this country has ever seen," Anuel AA encouraged, "all my Puerto Ricans, let’s stay united. Let’s vote for Trump."

Ray J's pivot toward MAGA was gradual. Though he wasn't necessarily a vocal Trump supporter during the 2016 and 2020 elections, he eventually met with the president at Mar-A-Lago — a meeting that made headlines. However, when Trump won his second term, Ray J popped out with a MAGA hat right next to Amber Rose. 

Prior to the 2024 election, RFK Jr. made it clear that he didn't like Donald Trump as president in any capacity. In fact, he referred to Trump as a sociopath, among other things, until eventually joining the Trump administration as the Secretary of the Department of Health and Human Services.

Another one of Amber Rose's pals who've turned pro-Trump, Nick Cannon never endorsed Trump or the GOP until recently. During an interview with Rose on his Big Drive series, he said the Democrats are the "party of the KKK," adding, "People don’t know that the Republicans are the party that freed the slaves. I mean, you and I have some conservative views. You’re just a little bit more outspoken about it than I am.” He failed to explain how the two parties shifted policies over the years, though he added that he doesn't "subscribe to either party." Nonetheless, he said that he loves what Trump is doing. "We got the Gulf of America now. He’s like the club, he charging $5 million bottle service to get into the country,” said Cannon. “I f*ck with Trump!”

Though not necessarily a grand declaration of MAGA or Republicanism, Snoop's attitude toward Donald Trump has shifted significantly over the years. The rap icon has faced his fair share of criticism for supporting Donald Trump and people like Kanye, who did the same. However, after Trump pardoned Michael “Harry-O” Harris, Snoop said he has "nothing but love and respect" for him ahead of the 2024 elections. "Donald Trump?” Snoop Dogg said. “He ain’t done nothing wrong to me. He has done only great things for me. He pardoned Michael Harris.”

One of the greatest, if not the greatest, hockey players of all time showed his true colors at a time when his presidential pal aimed to annex his home country. Wayne Gretzky's friendship with Donald Trump became a contentious topic in Canada when he attended Trump's 2024 victory party at Mar-A-Lago wearing a MAGA hat. While he's denied being political, there's really nothing more political than a Canadian wearing a "Make America Great Again" hat in the midst of 51st state threats. 

Another person in Trump's administration who previously had harsh words for him, Tulsi Gabbard made a turn to MAGA and is now the director of national intelligence. The irony is that she was perviously largely against Trump's foreign policy, particularly when it pertained to Iran. Most recently, she seemingly defended Trump's decision to attack Iran after Joe Kent's resignation. 

Former professional soccer player and wife of Patrick Mahomes, Brittany Mahomes faced backlash after showing subtle support for Donald Trump. After liking a "2024 GOP Platform" post on Instagram, she eventually removed it and then called her critics "haters." Standing up for Trump garnered praise from the president himself. However, it also raised many eyebrows. 

By association, platforms like Vanity Fair have described Cheryl Hines, the wife of Robert F. Kennedy Jr., as a "MAGA wife." It's been reported that it ruined some of her relationships in Hollywood, and while she hasn't necessarily been a staunch, outright Trump supporter, she has certainly allowed her brand to be closely associated with the conservative movement as of late. 

The Orange Is The New Black star called Trump her "hero" at one point. Despite never opening up about MAGA before, she came out as a Trump supporter in 2023. "I love you, Donny. In all your mistakes and the tool you are, you're my hero. The most un-racist human on this planet. The lies they speak about you hurt," she wrote. Interestingly enough, she has since retracted her support for him in a rant about taxes, claiming that he's made her feel "like the little girl waiting at school for a dad who never comes," calling his assassination attempt "staged," and vowing to never trust another politician again. 

Muhammad Ali's second ex-wife, Khalilah Ali, has had her fair share of criticism towards Trump in the past, including launching the #AlivsTrump campaign after she and her son were detained at a Florida airport. They both claimed it was the result of the travel ban targeting Muslims. She later changed her tune, declaring in 2024 that she would cast her vote for Trump. 

Though seemingly distancing himself from the Trump administration these days, former NFL star Antonio Brown was among those who were heavy on the campaign trail in support of the president. He appeared at a Pennsylvania rally to endorse Donald Trump and help garner votes for the Republican Party. 

Joining Antonio Brown in Pennsylvania was Le'Veon Bell, who reportedly threatened to leave the country if Kamala Harris won. But prior to this election, he wasn't particularly vocal about politics. However, his alignment with Trump evidently yielded some benefits in its aftermath, including allegedly getting out of a traffic ticket because of his MAGA hat.