,

Trump’s Long, Complicated Relationship With Hip-Hop, Explained

The former president was once a symbol of power and wealth to many emcees.

During his failed attempt to court Black voters at a church event in Detroit last week, former President Donald Trump was backed by several Black Republicans as well as rapper Sada Baby (born Casada Sorrell). Outside of the 180 Church in Detroit, Sorrell eagerly encouraged people to vote for Trump.

β€œHe might be the first person to make me vote,” he said. β€œHim reaching out showed me, like, some type of effort that another candidate hadn’t shown ever.”

Video will return here when scrolled back into view

Trump also met with Philadelphia rapper Ot7 Quanny last week to sway voters of color. For decades, Trump has stood as a symbol of power and wealth in hip-hop, with rappers like Raekwon, Bun B, Jeezy and Gucci Mane all name-dropping the mogul. However, his tumultuous presidency ultimately led to emcees speaking out against Trump and his policies. Here’s how his hip-hop fall from grace played out over the last few years.

Trump Appears On β€œThe Fresh Prince of Bel-Air” (1994)

Photo: Getty Images NBC

In 1994, Donald Trump appeared alongside second wife Marla Maples on β€œThe Fresh Prince of Bel-Air.” The series was pivotal in launching the career of Will Smith, who became the first rapper to win a Grammy in 1989 as one-half of DJ Jazzy Jeff & the Fresh Prince. In the episode, Trump portrayed a tycoon who was considering buying the Banks’ mansion. The cameo came just five years after Trump called for the execution of the exonerated Central Park 5.

Trump Sparks Friendship With Diddy (1997)

Photo: Getty Images Ron Galella

Following the shocking death of The Notorious B.I.G. in 1997, Sean β€œDiddy” Combs released his debut studio album β€œNo Way Out” under the moniker β€œPuff Daddy” just several months later. The project launched him into the hip-hop stratosphere and he sparked a friendship with Trump that same year. They were spotted at the U.S. Open together and Trump attended the opening of Diddy’s restaurant Justin’s with him shortly after.

Method Man Releases β€œDonald Trump (Skit)β€œ (1998)

https://www.youtube.com/watch?v=2rdgQv6yQQ8

Method Man was flying high on his 1998 sophomore solo album, β€œTical 2000: Judgement Day” when he solidified an appearance from Donald Trump. On β€œDonald Trump (Skit),” Trump expresses excitement over Method Man’s next project. β€œHey Method Man! This is Donald Trump and I’m in Palm Beach and we’re all waiting for your album. Let’s get going man! Everybody’s waiting for this album,” Trump says on the skit. In 2017, Method Man told Seth Meyers that Trump appeared on β€œTical” due to Trump’s friendship with Russell Simmons.

Smif N Wessun/Raekwon Release β€œBlack Trump” (2003)

https://www.youtube.com/watch?v=gGqq4ZX3cdE

In 2003, Smif N Wessun and Raekwon released the song β€œBlack Trump” on which the legendary the Wu-Tang Clan emcee brags about his wealth: β€œYou gotta make power moves, black gunz and cash rule.” He reaffirms Trump’s status symbol by asking at the end of the track: β€œGuess who’s the Black Trump?”

Trump’s Rap Value Booms With β€œThe Apprentice” (2004)

https://www.youtube.com/watch?v=-afrR24mqMQ

After Trump’s NBC reality show, β€œThe Apprentice,” debuted in 2004, his rap currency soared through the roof. His name appeared in songs by artists like Lil Wayne, Lil’ Kim, Rick Ross and others. On Jeezy’s 2005 album β€œThug Motivation 101,” the emcee rapped on the title track β€œI’m Donald Trump in a white tee.” Yung Joc repeated this sentiment on his 2006 hit, β€œIt’s Goin’ Down” by stating: β€œBoys from the hood call me Black Donald Trump.”

Trump Appears On G-Unit Radio (2005)

https://www.youtube.com/watch?v=MjVW0iw3uLY

Back in 2005, 50 Cent called in Donald Trump to G-Unit Radio to discuss money, hip-hop and β€œThe Apprentice.” Trump attempted to hold his own alongside not just 50, but DJ Whoo Kid and Tony Yayo as well who he called β€œa great group of people.” When asked about his next venture, Trump insisted that real estate would always be a priority for him. Trump also said his kids thought 50 Cent was β€œthe absolute best.”

Mac Miller Goes Platinum With β€œDonald Trump” (2011)

https://www.youtube.com/watch?v=74TFS8r_SMI

In 2011, the late Mac Miller released β€œDonald Trump,” the only single from his mixtape β€œBest Day Ever.” The song references Trump’s success and wealth and how Miller hopes to emulate it with lines like β€œTake over the world when I’m on my Donald Trump sh*t / Look at all this money, ain’t that some sh*t?” β€œDonald Trump” was Miller’s first song to enter the U.S. Billboard Hot 100 and was certified platinum in 2013. Miller would go on to be a vocal critic of Trump’s presidency.

β€œFDT” by YG (2016)

https://www.youtube.com/watch?v=BlIREcAu0PI

In March 2016, Trump was campaigning for president when YG released the rigorous anthem β€œFDT” or β€œF**k Donald Trump.” β€œDon’t let Donald Trump win, that n***a cancer/He’s too rich, he ain’t got the answers/He can’t make decisions for this country, he gon’ crash us!” YG rapped. The song also features the late Nipsey Hussle, who told Trump: β€œI’m from a place where you prolly can’t go/Speaking for some people that you prolly ain’t know.” Trump was elected months later.

Jay and Bey Endorse Hillary Clinton (2016)

Photo: Getty Images Justin Sullivan

In 2016 β€” just eight days before the presidential election β€” hip-hop’s super couple endorsed Hillary Clinton during a Cleveland rally. Though fame sometimes causes celebs to stay quiet about politics, Jay Z and Beyonce had no problem making their allegiance known. β€œLess than 100 years ago, women did not have the right to vote. Look how far we’ve come from having no voice to being on the brink of making history, again, by electing the first woman president,” Bey said in a moving speech.

Trump Quotes DJ Khaled (2017)

https://twitter.com/GodBlesssTexas/status/877722973557334016?ref_src=twsrc%5Etfw

In 2017 during a rally in Iowa, Trump attempted to use hip-hop’s influence to balk at his critics. β€œWe are making such incredible progress. We are making progress like nobody can believe,” Trump said during his speech. β€œThese people [the media] are being driven crazy. They have a phony witch hunt going against me and you know what: all we do is win, win, win.” He seemingly lifted the lyrics from DJ Khaled’s 2010 hit β€œAll I Do Is Win” to sound victorious.

Kendrick Speaks Out On β€œThe Heart Part 4" (2017)

https://www.youtube.com/watch?v=lbYIUnV8u7E

On Kendrick Lamar’s first single of 2017, β€œThe Heart Part 4,” the Pulitzer Prize-winning emcee used his talent to condemn Trump and his catastrophic presidency. β€œDonald Trump is a chump/Know how we feel, punk β€” tell him that God comin’/And Russia need a replay button, y’all up to somethin,’” Lamar acutely rapped. β€œElectorial votes look like memorial votes/But America’s truth ain’t ignorin’ the votes/It’s blasphemy, how many gon’ blast for me?/I prophesized on my last song, you laughed at me.”

Kanye West Gets Backlash For Trump Endorsement (2018)

Photo: Getty Images TIMOTHY A. CLARY

In 2018, Kanye West stated that a β€œmob” couldn’t stop his support of then-President Donald Trump. That same year during an appearance on β€œSaturday Night Live,” West wore a β€œMake America Great Again” and expressed love for Trump on the show. The rapper initially expressed support during a November 2016 concert in California, where West said that if he had voted for a presidential candidate, he would have voted for Trump. West would receive backlash for his remarks before running for President years later.

Public Enemy Release Anti-Trump Anthem (2020)

https://www.youtube.com/watch?v=OQvDRe79F8k

In 2020, Public Enemy β€” known for the powerful 1989 anthem β€œFight The Power” β€” released the DJ Premier-produced song β€œSTATE OF THE UNION (STFU).” Frontman Chuck D said that the song was influenced by how Trump handled Black Lives Matters protesters and the COVID-19 pandemic. β€œI didn’t write a lot of anti-Trump songs, but this is an anti-45 one for sure. Because it doesn’t talk about him not being the right person for the job and we voted him out so much, it’s talking about you gotta leave now. Because you know, the mountains burn and you got to put out the fire,” Chuck D explained.

Plies Releases β€œConvicted Felon” (2024)

https://www.youtube.com/watch?v=OGSdPAOrEQg

Florida rapper and consistent Trump critic Plies released his song β€œConvicted Felon” in June 2024, just one month after Trump was convicted in a New York courtroom on 34 counts of falsifying business documents. β€œWhat’s crazy to me is from the beginning of time, America has always told how to treat a convicted felon,” Plies stated on the song. β€œNow that he’s a convicted felon you want the rules to change,” he continued referencing Trump’s ability to still run for president despite his legal record.

Straight From The Root

Sign up for our free daily newsletter.