50 Times Parody Singer Randy Rainbow Roasted Donald Trump

“Ya Got Trump Trouble” was Randy Rainbow’s first-ever political satire song about Trump. Randy made this video in response to Trump’s official GOP nomination in 2016, and it got more than 4 million views on Facebook. In this song, Randy warns the American people of the impending chaos that Trump will unleash should he win the 2016 election, all to the tune of “Ya Got Trouble” from Music Man.

Watch here.

In this video, Randy plays the role of Trump’s conscience and offers him some advice about one of his earlier scandals in 2016. The parody was made in response to Trump’s infamous discussion about condoning the sexual assault of women in a 2005 recording.

Watch here.

“Trump-Pence, Trump-Pence” was Randy’s final warning to the American public that voting for the duo on Election Day would be a very bad idea. Sadly, not even this solid rendition of “Feed the Birds” from Mary Poppins would be enough to prevent the election outcome.

Watch here.

After Mike Pence was booed during a showing of Hamilton, Trump took to Twitter to defend the vice president. In response to his stance, Randy crafted this Hamilton-inspired track that completely roasts Trump.

Watch here.

In “Tweets, Tweets & Nothing But Tweets,” Randy rants about Trump’s incessant tweeting to the tune of “Greens Greens” from Into the Woods. Not only is Randy completely over Trump’s never-ending stream of tweets, but he also hilariously points out all of the spelling errors Trump has made in several of his ridiculous tirades.

Watch here.

Randy holds nothing back in this parody of “Making Things Up Again” from Book of Mormon. In the song, Randy opens up with Donald spewing made-up facts about other countries and calls Trump out on spreading false claims.

Watch here.

Randy grills Jeff Sessions in a mock interview at the beginning about Trump’s involvement with Vladimir Putin and Russia. After breaking into a parody version of “Puttin’ on the Ritz” by Irving Berlin, Randy comes for Trump’s relationship with Putin and also drags Trump’s entire staff for failing to keep it a secret.

Watch here.

Randy’s response to Trump’s dwindling support during his first 100 days in office came in the form of this parody of “Popular” from Wicked. In the song, Randy lists all of Trump’s controversies and failures that have surrounded him since his inauguration at the beginning of 2017.

Watch here.

Randy takes on Trump in an interview about James Comey and his ties to Russia in “The Russian Connection.” Randy sings about Trump’s failed attempts to sway the FBI from investigating his connection to the foreign country, as well as Trump’s accomplices who also tried to cover it up.

Watch here.

Randy channels Evita in another parody video digging at Trump’s inability to properly form decent relationships with other countries. Instead of the “Rainbow Tour,” Randy fittingly named the song “Donald Trump’s Mango Tour” to match the president’s appearance.

Watch here.

One of Randy’s most ambitious parodies comes in the form of “Covfefe: The Broadway Medley,” which incorporates a handful of big hits from Broadway. While all of these songs come from different musicals, they all explore the same issue: How does one exactly pronounce “covfefe”?

Watch here. 

Randy breaks from his usual Broadway shtick and takes on Carrie Underwood’s “Before He Cheats.” In this parody, Randy drags Trump for being a complete and utter troll on Twitter.

Watch here.

Randy opens up this parody video by interviewing Kellyanne Conway about the Trump administration’s decision to rescind Deferred Action for Childhood Arrivals (DACA). In Randy Rainbow fashion, he bursts into song and touches on the racist undertones that Trump’s decision carries.

Watch here.

“Despacito” also received the Randy Rainbow political-satire treatment. In “Desperate Cheeto,” Randy decimates Trump and lists every single controversy and issue that has risen since he took office.

Watch here. 

Randy starts this video as a journalist grilling Press Secretary Sarah Huckabee Sanders about Trump and Kim Jong-un’s nuclear attack threats. When he breaks into song, he compares the two world leaders and warns viewers that if Trump continues to poke at Kim Jong-un, we might find ourselves in a nuclear war.

Watch here.

Randy criticizes Trump’s fans and supporters and the president himself about their lack of awareness to the problems that he has caused in the parody of Meghan Trainor’s “All About That Bass.” Scarily enough, Randy explains that as long as Trump has his “base,” there’s no talking sense to him.

Watch here.

Randy Rainbow tackles Hairspray and Trump’s horrible tweeting in this “You Can’t Stop the Beat” parody. Much like Randy’s other parody videos surrounding Trump’s tweets, Randy goes in on Trump’s incessant habit of posting the most absurd things on Twitter.

Watch here.

This parody song was inspired by Kellyanne Conway’s slip-up during an interview with CNN when she called the commander in chief, the “Commander of Cheese.” Leave it to Randy Rainbow to take this hilarious case of word vomit and make an entire song comparing Trump to moldy cheese.

Watch here.

Randy certainly has an ear for the best songs that make for the perfect foundation to make fun of Trump’s massive ego. In “A Very Stable Genius,” Randy parodies “I Am the Very Model of a Modern Major-General” from The Pirates of Penzance and points out Trump’s habit of making himself seem grander than he actually is.

Watch here.

Randy lists all the countless possibilities if Trump were to ever get impeached for his shady actions in this parody of “If I Only Had a Brain” from The Wizard of Oz.

Watch here.

The singer makes a few digs at Trump, all while encouraging American citizens to vote during the midterm elections.

Watch here.

The iconic “My Favorite Things” from The Sound of Music was also parodied by Randy Rainbow. In the spirit of the original track, Randy lists a handful of things that Trump is very fond of, such as climate change deniers, $5 spray tans and traitors.

Watch here.

In this South Pacific-inspired video, Randy focuses on the government shutdown and Trump’s obsession with building a border wall.

Watch here.

Randy Rainbow’s video, “The Donald Trump Cell Block Tango,” is a parody of the original “Cell Block Tango” track from Chicago. With a couple of nods to Trump’s indicted associates, Randy warns that Trump and Sarah Huckabee Sanders “have it coming” next.

Watch here.

“Border Lies” is a parody of Trump’s declaration of a national emergency regarding his campaign’s promised border wall. Rainbow, acting as a CNN reporter at Trump’s most recent press event, then begins his spoof by telling the president, “Some say that you’re full of shit and others, well agree/ That you’re just fomenting fear with your hyperbole.”

Watch here.

With a song as ubiquitous and catchy as the Jonas Brothers’ “Sucker,” it was almost guaranteed that Rainbow would parody it. Following the president’s tweets calling for four democratic Congresswomen to “go back and help fix the totally broken and crime infested places from which they came,” Rainbow took aim at Trump’s supporters not only for their continued support, but also for echoing his rhetoric. “‘Cause they’re suckers for all of the criminal/ Shame-worthy things that you do,” he sings.

Watch here.

When Trump tweeted that he was the “King of Israel” and looked to the sky during a press conference and said “I am the chosen one” in August 2019, Randy Rainbow had a field day with the president, crafting a full medley of Andrew Lloyd Weber’s Jesus Christ Superstar. Mashing together songs like “King Herod’s Song,” “Everything’s Alright” and the titular track, Rainbow skillfully burned the president for appearing to claim that he was in any way holy.

Watch here.

As the impeachment inquiry took place in the House of Representatives throughout November 2019, the president’s team began claiming that nowhere in Trump’s phone call with Ukranian leader Volodymyr Zelensky did the president offer a “quid pro quo” of foreign aid in exchange for dirt on Joe Biden. Rainbow, naturally, disagreed with his hilarious take on Oklahoma‘s “I Cain’t Say No.”

Watch here.

As the impeachment inquiry turned into an impeachment trial before the Senate, Trump was facing criticism for everything from the Ukraine scandal to his decision to assassinate Iranian leader Qassem Soleimani. So Rainbow stepped in to offer him some campaign advice (mainly, advice that he should drop out) with a hilarious rendition of “Gaston” from Disney’s Beauty and the Beast.

Watch here.

Once the impeachment trial in the senate wrapped up, with Trump being acquitted for both articles of impeachment brought against him, Rainbow decided to give Dua Lipa’s “New Rules” a makeover. Crafting a parody where he lays out that the President’s acquittal led to more bad behavior, he confidently declares “there are no rules for Donald, he can do anything at all.”

Watch here.

When the coronavirus pandemic took hold of the world in March 2020, Trump was roundly criticized for his lack of response to the fast-spreading virus. So, Rainbow offered his own critical take, hilariously roasting the President to the tune of “Adelaide’s Lament” from Guys & Dolls, singing “From a lack of intelligent leadership/ And a headline that’s getting real old/ A person can develop a bad, bad cold.”

Watch here.

After Trump made a comment in a White House press briefing about how ingesting disinfectant could potentially kill the coronavirus in the body, Randy Rainbow joined the medical community in shutting down the idea. Parodying “A Spoonful of Sugar” from Mary Poppins, the singer listed off a few harmful ways of “treating” COVID-19, before declaring that “a spoonful of Clorox makes your temperature go down/ In the most destructive ways.”

Watch here.

The White House confirmed that during the Black Lives Matter protests outside of 1600 Pennsylvania Ave on June 1, the president was moved to an underground bunker. The news led the hashtag #BunkerBoy to trend on Twitter, and inspired Rainbow’s June 7 video. “The Bunker Boy” is sung to “The Jitterbug,” a tune performed by star Judy Garland that was cut from The Wizard of Oz. In the video, Rainbow teases the president by wondering where he is and pointing out that he’s in hiding. The singer also pokes fun at Trump by depicting him as an orange munchkin speaking behind a heavy-duty door, and dressing as The Cowardly Lion.

Watch here.

Rainbow had more material to work with after Trump told attendees at his June campaign rally that he had instructed his team to “slow the testing down” as COVID-19 cases continue to rise in the United States. In addition, the president has continued to refuse to wear a mask, though health experts have advised the facial covers help reduce the spread of the coronavirus. In response, the comedian dropped his latest video on June 29, rewriting the lyrics to “Put on a Happy Face” to “Cover Your Freakin’ Face!” He sings to the jazzy tune: “Maybe if we can’t see your mouth, you won’t say stupid s–t/ Don’t spread droplets all over the place/ And cover your freakin’ face.”

Watch here.

When President Trump’s approval ratings began plummeting alongside his polling numbers against presumptive Democratic nominee Joe Biden, fans could practically hear Rainbow cracking his knuckles. With his The Little Mermaid parody “Poor Deplorable Troll” released on July 6, the singer gleefully took on the villainous role to mock and humiliate the president as much as he possibly could. Rainbow also made it clear that with this song, he wouldn’t be holding anything back, as is evident with searing lyrics like “I couldn’t help but notice all your rallies and events are like your sex life; no one comes.”

Watch here.

Rainbow, like many people in the country, are looking for scientific expertise to help lead the U.S. out of the coronavirus pandemic, so he implored Dr. Anthony Fauci to come to our rescue. In the July 22 parody, the comedian took on West Side Story‘s “Gee, Officer Krupke” to poke fun at Trump and his staff. “Please, Anthony Fauci, we’re all at a loss/ We can’t rely on Barbie or Cruella DeVos,” Rainbow sings. “He’s winding ’em up and they’re playing his tunes/ They’re all unethical buffoons!”

Watch here.

Rainbow teamed up with Patti Lapone to parody Gypsy’s “If Mama Was Married” to dream about what the world would be like without Trump as commander in chief. Sings Rainbow: “We could go back to life as we once knew it; miserable and unfair, but at least without the daily threat of complete authoritarianism and apocalyptic destruction!”

Watch here.

The satirist went over the qualities of presidential candidates Trump and Biden in a parody set at the final debate, weeks before the election to help viewers decide who to cast their ballots for. Not surprisingly, the president’s weren’t too positive. Sings Rainbow about the business mogul: “Well, does he give a flying f— about whether you live or die? / Cover up his crimes and wish them all away? Does he lock children in cages? / Act like Nazis are okay? / That’s how you know, that’s how you know that he’s the one.”

Watch here.

While Trump continued to refuse to concede that he lost to Joe Biden nearly two weeks after the election, Rainbow was busy putting together a parody to poke fun at the president’s inability to come to terms with his defeat. Dressed as White House Press Secretary Kayleigh McEnany — complete with blonde wig — the satirist parodied Company‘s “(Not) Getting Married Today,” singing: “He’s embarrassed so he isn’t coming out because he lost / I mean he didn’t lose, he won / And that’s exactly what I said / And so he’s sending out his staff to make preposterous pronouncements / While he binges Egg McMuffins ’til reality sets in.”

Watch here.

Rainbow once again drew inspiration from Fiddler on the Roof‘s “Tradition,” this time to point the finger of blame at Trump for the Jan. 6 attack on the U.S. Capitol by the president’s supporters who want President-elect Joe Biden’s victory overturned.

Watch here.

On Jan. 19, 45’s final full day in office, the comedian released a farewell video. Parodying Rent‘s “Seasons of Love,” Rainbow recalled all “2,102,400 minutes” of Trump’s presidency, from covfefes to various lies and more. “How do you measure four years of this s–t/ In scandals, impeachments, in porn stars, in Scaramuccis/ In rallies, in insurrections, in flies,” sings Rainbow while dressed in various costumes.

Watch here.

Rainbow took aim at his most frequent target in light of the Jan. 6 committee’s hearings. Starting out the video posing as a faux-Representative on the House Committee, Rainbow cuts to video footage of Trump fumbling his speech denouncing the attacks on the Capitol and struggling with the word “yesterday.” This, naturally, leads to a parody set to the tune of The Beatles‘ 1965 hit “Yesterday.” Mocking Trump’s seeming inability to pronounce the word, Rainbow uses his opportunity to also spoof the high-profile FBI raid of Trump’s Mar-a-Lago resort in Palm Beach, Fla. “Does it really take the FBI/ To verify he tends to lie?” he sings.

Watch here.

The comedian went back to the former president’s roots — he was born in Queens, NYC — for his April 3, 2023, jab. The parody dropped one day before Trump’s expected arraignment in New York after being indicted by a grand jury after an investigation into an alleged hush money payment scheme to adult film star Stormy Daniels.

The video kicks off with a fake interview between Rainbow and the real estate mogul, during which the comedian urges Trump to come up with a new campaign slogan for his “comeback/indictment tour.” After a few failed suggestions, Rainbow launches into “Grumpy Trumpy Felon From Jamaica in Queens!” — a take on The Andrew Sisters’ “Boogie Woogie Bugle Boy.” In the spoof, he roasts Trump as “the bloated orange lunatic who’s been twice impeached,” and compared him to “a butternut squash” with bleached hair.

Watch here.

Rainbow reworked The Beatles classic “Lucy in the Sky With Diamonds” to mock Donald Trump’s legal issues in his June 23, 2023, parody. Inspired by the former president facing 37 felony charges for taking classified documents to Mar-a-Lago and conspiring to hide them from the government as well as the mogul’s own attorneys, the comedian channels the Sgt. Pepper look to poke fun at Trump keeping the boxes of top secret papers in places such as a bathroom.

“Just within reach of his diapers and Pepto/ Our national secrets and nuclear codes,” Rainbow sings. “Sits on the can thumbing classified records/ Like they’re old golf magazines.”

Watch here.

Taking a stab at the Funny Girl classic “Don’t Rain on My Parade,” Rainbow laid into the former president for his ongoing legal troubles. At one point, he literally conjures up a scoreboard detailing Trump’s four indictments and 91 total felony charges. Dressed in full Fanny Brice drag, Rainbow zeroes in specifically on Trump’s massive popularity among Republican voters despite his looming legal problems. “He won’t be bested when he’s arrested, he just bamboozles and bluffs,” Rainbow belts on the song’s second verse. “Ooh, ain’t he nutty? He can run, but he can’t win a race in handcuffs.”

Watch here.

Shortly before Trump was found guilty on 34 felony counts of falsifying business records in May 2024, Rainbow pulled out a Dolly Parton classic to rub the forthcoming conviction in his face. Throughout “Forty-Five” (a parody of Parton’s “9 to 5”), Rainbow trashed Trump’s courtroom antics, while making sure to poke holes in his third campaign for the White House. “Lots of presidents have screwed up the nation/ But guess who’s first on the ‘worst of all time’ list?” Rainbow pondered. “No. 45!/ What a slimy little cretin/ He just spends his life/ Just a-lyin’ and a-cheatin’!”

Watch here.

In the month following President Joe Biden’s decision to end his bid for re-election, political news came at a rapid pace. Instead of focusing on one subject in particular, Rainbow instead decided to use the tune of “The Farmer and the Cowhand” from Oklahoma! to serve as a recap of sorts for his audience. Naturally, he also got in quite a few jabs at the former president, calling him a “whiny little putz,” saying he had his “head up Putin’s a–,” and adding that he aimed to “chuck our rights” if he returned to the White House.

Watch here.

Once Donald Trump wrote “I HATE TAYLOR SWIFT” on his social media, Randy Rainbow knew exactly what to do. Covering Swift’s “Blank Space,” Rainbow went after Trump’s increasingly weird and false public comments in the 2024 campaign, including his claims that Haitian immigrants were stealing and eating their neighbors’ pets in Springfield, Ohio. Mocking the former president’s “baseless claims,” Rainbow laid the insluts on thick, calling Trump a “narcissistic weirdo” and an “orange fecal stain,” before employing Swift’s lyrics to deliver the final blow. “He’s got a blank space, baby,” Rainbow sang. “And it’s in his brain.”

Watch here.

Just one week before the 2024 presidential election, Rainbow made one last pitch against former president Trump with a little help from the musical stylings of Olivia Newton-John. In his rendition of “Xanadu,” Rainbow envisions a world where Trump wins the election, describing in detail the “dark, hate-filled, Orwellian, deep-fried, comb-over, fever dream hellscape this country will become if your crazy a– wins.” For the remainder of the song, rainbow describes a second Trump term as a “dark dystopia of absurd extremes to kill your dreams” and a “tacky Mar-a-Lago-ish fantasy that smells like pee,” while calling the former president a “bag of d–ks” and the “poster boy” of Project 2025. Needless to say, Rainbow made it abundantly clear who he would not be voting for in the election.

Watch here.

A month after Trump took back the White House in the 2024 election, Rainbow girded himself for another four years of the president-elect in a parody of “I Think I’m Gonna Like It Here” from Annie. Swapping out the “like” for “hate,” Rainbow torched Trump’s cabinet picks, while letting himself feel wary about the future, musing that “all hope and joy, now doom and gloom/ all checks and guardrails disappear.” When it comes to the president himself, Rainbow made sure to fit in a couple jabs, reacting to his victory by saying, “Oh boy, a convicted felon? You gotta be f–king kidding.”

Watch here.