Tim Heidecker sees a continuum between comedy and music.

“They’re just different modes of expression and communication,” he says. “All I’ve ever done in my creative life is when an idea comes — it could be a funny idea, a sad idea or a musical idea — the goal is to convey that to as many people clearly and in the most interesting way possible. People ask me, do I like comedy or music better, and I’m like, I wish I could exist in a place where I just make stuff,” he continues. “This year it’s the record, next year hopefully it’ll be a show or a movie. I’m just trying to put out interesting things that are coming from my weird brain.”

Heidecker’s latest project is not particularly weird — or funny. It’s a thoughtful, semi-autobiographical album in the classic-rock vein that tackles existential anxieties about growing older and losing one’s mojo: Slipping Away, which Bloodshot Records will release on 18.

For those who know Heidecker solely from his surreal comedy, such as the Adult Swim series Tim and Eric Awesome Show, Great Job!, his acting (Bridesmaids, Ant-Man and The Wasp) or his Office Hours Live With Tim Heidecker podcast, Slipping Away is actually already the sixth solo studio music album the Glendale, Calif.-based multi-hyphenate has released under his name. He spoke to Billboard about his inspiration for the songs, his song “Trump’s Private Pilot” (which Father John Misty has covered) and the 2025 North American headlining tour he will embark on with his Very Good Band.

You first became prominent through comedy but when I was researching you, I learned that music was your first passion.

They were concurrent, but music definitely felt more attainable, and it was something you could actually do as a teenager. I remember feeling a great love of comedy but not having any understanding of how to actually do it. I mean, the world doesn’t really want to hear what funny ideas 16-year-olds have. But you could get together with your friends and some practice amps and go in the basement and make sounds and music. I started writing songs at that age.

In college, things kind of shifted towards film — and not even comedy, really. Comedy was a dirty word for us in the ‘90s. It represented something very lame and mainstream. We were just making stuff that we thought was funny and made us laugh, but it wasn’t comedy. That is where we put all our energy, and I stopped focusing on music. But even in making all those shows, there was always music running through it. It was always a big part of the way I express myself.

Who were your musical heroes when you were 16?

The Beatles, Dylan, Pavement, Cat Stevens, Van Morrison, Velvet Underground. I loved my parents’ music. And then, very reluctantly, I started accepting the modern bands, Nirvana and Pavement — that Matador Records prime era.

You didn’t mention Eric Clapton, but listening to the new album your vocals remind me of him.

It’s so weird. You know who told me that? Randy Newman. We had him on my podcast, which was a great honor because he’s one of my heroes. He was like, “Yeah, I listened to your music and you kind of sound like Eric Clapton.” I had never heard that before, and now you are saying it. I’m not emulating him. It may be more of a J.J. Cale influence.

If you were going to draw a Venn diagram of your comedy fans and music fans, how much of those two circles would overlap?  

There’s a fair amount of comedy fans that don’t fall into the music category. And I’m just starting now to find the people who are maybe finding the music first. I’ve been doing opening tours with Waxahatchee, and it has been interesting to see people that really don’t know me warming up to my music. She attracts a slightly older, norm-y audience. And I was like, “Oh yeah, I’m kind of making classic-rock genre-sounding music — that’s in their wheelhouse.” I think I’m winning that crowd over. Meanwhile, there’s plenty of younger Tim & Eric younger fans who, well, it’s just not the kind of music they like. It’s taken a little bit of time to warm up my crowd to what I’m doing here.

Tim Heidecker, Slipping Away
Tim Heidecker, “Slipping Away”

On Slipping Away, you described the album’s arc as “before the fall and after.” A number of the songs are about losing one’s mojo. Did those feelings originate with you or from observations of others?

I’m 48 years old, and I have the perspective of being a creative adult for 20 years now. I’m past the stage of wondering how this is all going to go. Not that there are no surprises ahead and hopefully,  a long career, but the mystery of this business and of this world is not as dark. It’s a little more like, “OK, I’ve actually lived a life for a while.” So when I’m writing, I’m accessing dark, quiet, often unsaid emotions and thoughts, writing them down and then moving on with my life. It’s like the songs are expunging fears, anxieties and questions.

It’s cathartic.

It’s cathartic, yeah. I think all those questions that are in the record are hopefully, like you said earlier, observations or questions or fears that the audience might not know they have. The lesson I’ve learned lately, not only about the music but comedy, too, is we enter these dark or uncomfortable areas, and the benefit of that is getting them out into the sunlight and talking about them. It’s healthy to have these thoughts.

I understand a lot of people have approached you to say, essentially, you are singing about my life. Do you think there’s a lot of anxiety in the world today over the subjects you’re expressing on the album?

A hundred and ten percent. A lot of these songs were written a couple of years ago — closer to the pandemic — and everybody I know was feeling versions of this, while also fantasizing or imagining how they would deal if things got worse. Post-apocalyptic media is fairly popular and that reflects what’s on our minds.

How many cities are you going to play on the tour?  

Like 30 or something like that. I’ve done it a couple of summers now and this will be a winter tour, but it’s the most fun thing ever. I’ve done it with my standup character, and this time I’m doing without, but I’m bringing along some friends who are going to open that I hope people are excited to see – Neil Hamburger and DJ Douggpound. I’m trying to be serious about this. We put an album out, we need to hit the road.

You do look like you are having fun onstage. Do you feel like you’ve achieved that dream of really being seen as a musician now?

No, I’m just getting started in a way. On the Waxahatchee tour, I was definitely like, oh, this is paying my dues a little bit. I’ve ridden the coattails of my Tim & Eric fanbase, but I can’t settle for that. We all have huge ambitions and mine are going to be bigger than reality, I guess, but my ambition is to be up there like Phish or Goose. But also when I’m up there with my band,  and we’re really cooking and having a good time, I’m like, “This should appeal to a lot of people.”

My career has oftentimes been confrontational, and clearly not for everybody. I don’t think this is for everybody either — but on this tour, I felt a real interesting urge to just put on a good show and not be a d–k. Not that I’m a d–k, but not actively engaged in turning people off for the sake of humor. For example, we did an Asbury Park SummerStage show, and in the middle of the show, somebody passed out. It was a medical emergency, and in the past, it would have been hard to resist goofing on that. I just said, “I’m just going to hang back.” It’s an act of self-control just to be like a proper, professional entertainer, instead of [being] a firestarter all the time.

At Central Park SummerStage, you played a song that you said you’d never recorded. I thought it was fantastic, and the crowd loved it. So why haven’t you recorded it? 

It’s called “Why Am I Like This.” It’s a self-examination of, “Why am I like this?” There are a lot of answers for that. Is it my parents? Is it… whatever? It’s just another anxiety song really — but it hasn’t been recorded, because I wrote it right before our last tour and hadn’t gotten into the studio with anything else.

I threw it into the set because it feels like a good live number. We have some recordings of it from that tour, but it loses something when you listen to it at home. It really feels like it’s meant to be a shared communal experience. In the live version we get everybody to sing it. I had people that never saw me before on this tour all standing up and singing it. That’s just a great feeling. I joke that if I release it, it would be a Billboard No. 1 hit. I’m not putting it out. I love having a song out there that people only can really experience in the room.

My goal is to have that kind of career where there’s bootlegs and s–t out there. I’m glad you got to see the show live, because it’s something I’m very proud of. For years, I’ve made music and would go out and play a set in L.A. for fun or to promote something, and it would just be a nightmare the whole time, because you’re nervous and not rehearsed. And to be able to do it every night is such a joy, and I feel like I can just have fun.

Your bassist is also Waxahatchee’s bassist?

Eliana Athayde. She’s been with the band since 2022, when we did our first Very Good band tour. She’s a very important part of my musical career of late. She’s a big key to it, and I’m very grateful. She’s a big part of the record, of course, singing a lot with me and co-producing a lot of it. You know, my career is filled with partners. Comedy and music are collaborative things, and she’s become a true partner.

You’ve said that making the album was outside your comfort zone. Can you elaborate?

Making the album was very fun and very much in my comfort zone. I’ve worked with great people in the past, but it never felt truly collaborative. This album did with everyone there for the majority of the sessions, everyone chiming in, adding their own flavor to it. But the more records I make, the more I’m going into absolute vulnerable, sincere territory which is when I land outside my comfort zone. And there are certain songs — the inclusion of my daughter Amelia at the end of the record felt like I might as well be like John and Yoko nude on the cover of their Two Virgins record.

How did that song “Bells Are Ringing” come about?

We finished the record, and I thought, “This is kind of a copout to end the record on such a downer.” It ended on just, Oh, it’s over. The party’s over. The band is breaking up. And I was like, “Now is the opportunity to really decide if that’s the statement I want to make.” You have an opportunity to say whatever you want on your little record that you’re putting out, and I decided, “No, I don’t want to end on that note.” Meli and I often make little songs in my garage together and I just had this little line and I thought it would be lame for me to say it. It kind of wrote itself in a way.

At the show you did a funny J.D. Vance imitation that was based on his stilted visit to a donut shop. Are you keeping close track of the presidential campaign?

Yes, I’m monitoring it hourly. How can you resist the show? It’s an incredible thing to watch and think about. It’s very stressful and hilarious in a lot of ways. I mean the dogs and the cats and the concepts of plans. It’s all stuff that feels like we wrote seven years ago, and it’s now happening in the world in real time. At the same time, it’s incredibly serious and vital and important to the future of me and my children.

I played a song at the last show of the Waxahatchee tour called “Trump’s Private Pilot.” It’s about the pilot who flies Trump around deciding to crash the plane into a field in Pennsylvania — a very important state or commonwealth in the election — as an act of patriotism. It’s a very emotional song that had the audience cheer, in sort of a bloodlust way. At the end, I said, “Please help keep that motherf–ker away from my kids.” That’s where it comes down to.

Pennsylvania is also where the passengers on United Flight 93 rose up against the hijackers on 9/11 and crashed the plane into a field.

Yeah, I know. It’s a song I rightfully get s–t for, but it also feels really good sometimes to go to that dark place.

With the first quarter of the 21st century coming to a close, Billboard is spending the next few months counting down our staff picks for the 25 greatest pop stars of the last 25 years. You can see the stars who have made our list so far here, and now we remember the century in Ariana Grande — whose standard-defying approach to pop music saw her withstand expectations and stigma to become one of the most prolific examples of what pop sovereignty can look like in the streaming era.

It’s easy to view Ariana Grande’s rise to the highest echelons of pop stardom as a classic, uncomplicated success story within the music business. The child-actor-turned-pop-sensation route is well-trodden, after all, and at first glance, the 31-year-old singer-songwriter appears to be yet another benefactor of that industry pipeline.

Yet once you dig further into her career, it becomes clear that her success was far from guaranteed. Over the course of the last decade-and-change, Grande created lasting hits amidst a mercurial musical landscape, endured unimaginable hardships and deftly navigated an industry that seemed to grow more volatile by the minute. Her standing today as a veritable icon is less a reflection of the efficacy of established systems that promoted her rise, and more a testament to her enduring, generational talent.

The star’s achievement came in part thanks to her drive for greatness from an early age. Born and raised in Boca Raton, Fla., Grande began her work towards a music career earlier than most — at age eight, she was already publicly performing on cruise ships, sporting events and her own personal YouTube channel, catching the attention of her family, her peers and even icons like Gloria Estefan. By the time she turned 13, the aspiring star had already booked her first professional gig as the bubbly, popular cheerleader Charlotte in the 2008 Broadway production of Jason Robert Brown’s musical 13.

Ariana Grande
Ariana Grande

Her foothold in the entertainment industry firmly established, Grande soon landed her breakthrough role as the loveable ditz Cat Valentine on Nickelodeon’s Victorious. With a sing-song voice proclaiming increasingly zany one-liners over the course of the show’s run, the character quickly rose among the ranks of the children’s network’s beloved characters — thanks, especially, to the impressive vocal chops Grande got to occasionally flaunt throughout the three season run. Valentine became so popular among the network’s fans that she earned her own spinoff series with iCarly’s Sam Puckett (Jennette McCurdy) on 2013’s Sam & Cat

The standout support for her character provided a natural on-ramp to Grande’s own musical aspirations — who better than the perky-best-friend-type to deliver a string of uncomplicated pop songs? For her 2011 debut single “Put Your Hearts Up,” Grande and her team at Republic Records aimed to capitalize on that progression with a bubblegum anthem in the style of the day’s superstars like Katy Perry and Justin Bieber. But “Hearts” came and went, missing the Billboard charts and falling to bigger, bolder turbo-pop anthems of the era. Grande herself would later acknowledge that “Hearts Up” made more sense coming from her character than it did from her, making the entire experience feel “inauthentic and fake.” 

So when it came time for her to reintroduce herself, Grande stepped away from the saccharine schtick of her Nickelodeon persona and leaned into her love of R&B. 2013’s “The Way,” featuring rising alt-hip-hop star Mac Miller, provided Grande with a streamlined, ebullient palette cleanser, placing the singer’s stratospheric four-octave range front and center. Vague, kid-friendly proclamations about giving a little love to change the world were exchanged for lyrics depicting a more mature, albeit still unspecific, approach to romance. Employing curated ‘90s sounds — including a lift of the central piano riff from Big Pun’s 1998 hit “Still Not a Player” — Grande happily aged herself up, gleefully drawing early comparisons between her airy, whistle-toned voice and The Voice, Mariah Carey. This, she told her eager fans, was the Ariana Grande she wanted to be.

Her audience certainly took that message to heart, earning the star her first of many top 10 debuts on the Hot 100. With “The Way,” Grande was ushered forth as a soon-to-be-star. Her subsequent debut album Yours Truly confirmed that “The Way” was the rule, not the exception — for every track on the record that didn’t quite work (like the doop-wop-meets-EDM strangeness of “Daydreamin’”), there was another that shined (the surefire R&B-pop killer “Piano” still stands out to this day), signaling the singer-songwriter’s vast potential in the pop space. With a No. 1 debut on Billboard 200, Yours Truly heralded the advent of Grande’s oncoming dominance.

Where 2013 saw Ariana arrive, the summer of 2014 saw her quickly start to take over. Her face adorned the covers of Billboard, Cosmopolitan and Teen Vogue, wherein she earnestly began to separate herself from her child star roots — never quite falling into the stereotypical “good girl gone bad” persona, but instead offering new context to buffer between the public’s introduction to her through Cat Valentine and the pop star she aimed to be. As her pop persona developed, so did her image; gone were the flame-red locks that defined her Nickelodeon career, replaced now by her natural brunette hair tied up in a stratospheric ponytail. 

All the while, her music became utterly inescapable: “Problem,” her funk-fueled dance-pop diatribe featuring rapper-of-the-moment Iggy Azalea, dominated the airwaves in the early summer (bolstered in part by a whisper hook from her then-beau Big Sean); “Break Free,” her Zedd-produced EDM-pop anthem, gained steam shortly thereafter; and “Bang Bang,” her girlboss team-up with Jessie J and Nicki Minaj, exploded into the zeitgeist. 

As each of her three singles peaked within the Hot 100’s top three slots at the end of August, Grande became the second woman in the history of the chart (alongside Adele) to maintain three tracks simultaneously in the top 10 as a lead artist. By the time Grande’s powerhouse sophomore LP My Everything arrived — along with its fourth-straight top-10 hit “Love Me Harder” featuring a then-lesser-known alt-R&B act called The Weeknd — the singer had already been ordained as the Next Big Thing in pop music, just one year after her debut album dropped.

With that attention came a predictable wave of controversy. Fans accused Grande of acting like a “diva” to her fans, with some drawing comparisons to her pop idol Mariah Carey. Rumors swirled of a feud with her Sam & Cat co-star Jennette McCurdy. A September 2014 headline in The Washington Post warned that the pop star was “on the brink of a major image problem,” stating that, as undeniable as Grande’s talent was, she was still a “very, very new name” in an industry with “a strange fascination with seeing the ‘fall’ of a newcomer as much as the ‘rise.’”

Ariana Grande
Ariana Grande

But nothing could have prepared us for one of the most deeply bizarre celebrity scandals of the 2010s — Donutgate. A leaked security video caught Grande licking a donut on display at a bakery in Lake Elsinore, Ca., while proclaiming that she “hates America” and kissing her backup dancer Ricky Alvarez. The public reaction came swiftly, with fans, pundits and industry professionals alike asking, what the hell is a rising star doing tonguing a donut she didn’t buy? A drop from Wikileaks would later reveal that even the Obama White House kept their distance, rejecting a proposal for Ariana to perform. The star made multiple apologies for the incident, assuring the public that her actions were those of a dumb kid, promising that “I’m going to learn from my mistakes.” 

Still, it wasn’t until 2016’s flirtatious and sonically fluctuating Dangerous Woman that Grande faced diminishing returns. Its intended lead single “Focus” earned too little attention on the charts, and too much attention as a reskin of 2014’s “Problem,” that the label decided to cut it wholecloth from the album. The set became her first not to clinch the top spot on the Billboard 200, failing to dethrone Drake’s Views for its reign atop the chart. Critics, meanwhile, were divided over the album’s sound. Some praised the singer for taking a bolder, more daring approach to her established pop-n-b aesthetic, singling out the bombastic retro-soul title track “Dangerous Woman” and provocative reggae-pop Nicki Minaj duet “Side to Side.” Others heard the sound of a would-be superstar still struggling to figure out her sound three albums later.

A slight career dip certainly didn’t deter Grande from cementing her position as the pop star of the day. In March 2016, she served double duty as host and musical guest on SNL, poking fun at Donutgate; a few months later, she dazzled audiences with her spot-on impersonations of Christina Aguilera and Britney Spears on The Tonight Show; in September, she showcased her blissful romance with now-boyfriend Miller on his “My Favorite Part;” she even closed out the year on NBC’s telecast of Hairspray Live, playing the role of Penny Singleton alongside stage and screen stars like Jennifer Hudson, Harvey Fierstein and Martin Short. As she embarked on her second arena tour in 2017 — which would go on to gross $71 million, according to Billboard Boxscore — Grande appeared to be an unstoppable force. 

Tragedy, as it turned out, is an immovable object. On May 22, 2017, minutes after Grande’s live performance concluded at the UK’s Manchester Arena, a terrorist detonated a suicide bomb in the arena’s foyer. 22 people were killed in the attack — twelve of whom were under the age of 16 — marking the deadliest act of terrorism on British soil since the 7/7 bombings of 2005. A public inquiry revealed in 2022 that more than 800 people were injured as a result of the attack. Grande escaped the attack physically unharmed, but emotionally “broken,” as she wrote in a tweet the day following the attack. 

In the years to come, Grande would describe her experience with post-traumatic stress disorder following the attack, and the immense anxiety she suffered as a result. “I know those families and my fans, and everyone there experienced a tremendous amount of it as well … I shouldn’t even be talking about my own experience,” she told British Vogue. “I don’t think I’ll ever know how to talk about it and not cry.” 

After successfully hosting her One Love Manchester benefit show — featuring artists including Justin Bieber, Katy Perry and Miley Cyrus to help raise over $13 million for the attack’s victims — Grande finished out the remainder of her postponed tour and retreated from the public eye. Where her Twitter and Instagram accounts were once littered with personal messages recounting her day-to-day experiences with fame, now there was a deafening silence. 

Perhaps that’s why so many view “No Tears Left To Cry” as the turning point in Grande’s already impressive career. Over the course of three and a half minutes, the singer reset the narrative, acknowledging the abject horror she and her fans had been through while defiantly promising to move forward with light and optimism. House and disco stylings delivered the burst of joy she so earnestly sought on the track, bringing Grande’s vision for herself and her fans firmly into the forefront of the cultural consciousness. Yet what made “Tears” so remarkable was Ariana’s deft handling of tone: The song never comes across as a purely enthusiastic rallying cry, nor does it fit the mold of mournful reflections on loss — instead, Grande pulled off its own galvanizing message of picking it up and moving on. 

Ariana Grande
Ariana Grande

With the album that followed, 2018’s Sweetener, Grande found something deeper than any of her past works. Albums like My Everything and Dangerous Woman took a kitchen-sink approach to finding what sounds produced hits, with Grande trying on new pop diva personas to best fit each package. Sweetener, by contrast, provided no artifice: It was just Ariana, the confessional, sometimes goofy, always-earnest singer-songwriter embracing the most vulnerable parts of herself. Though the album never quite achieved the level of chart domination exhibited during My Everything’s undeniable 2014 run, it exhibited an evolution, both artistic and personal, that once eluded Grande.

The album’s commercial success was certainly helped by the fact that Ariana had become the hottest topic in the months leading up to and following its release, thanks in no small part to her whirlwind romance with SNL star Pete Davidson. Tabloids, paparazzi, social media and the public at large were obsessed with the odd couple. When they were in public together, photos appeared online in seconds; when Ariana shared a one-minute interlude on Sweetener named after the comedian, articles appeared dissecting its romantic lyrics; and when the pop superstar bragged about her sudden fiancé’s “BDE,” fans turned it into a meme. 

But a question arose from Sweetener’s shift — could Ariana Grande, Serious Artist coexist with Ariana Grande, Cultural Phenomenon? Within four months of the album’s release, a resounding answer crash-landed in the form of an out-of-nowhere, cycle-breaking single that smashed through Ariana’s own release pattern and her audience’s presuppositions. “Thank U, Next,” Grande’s cheeky response to the media storm around her breakup with Davidson and the death of her ex-boyfriend and collaborator Mac Miller, deftly toed the line between her blockbuster era and her newfound emotional honesty. Memes, think pieces, reviews and shot-by-shot analyses of its Mean Girls-inspired video poured out in the weeks to come, only further bolstered by the song’s No. 1 debut on the Hot 100 — somehow the first of the pop star’s career.

From that point forward, Grande became the invincible pop juggernaut that had been promised since her debut. The track’s follow-up — the Sound of Music-interpolating hip-hop jam “7 Rings” — immediately earned Grande her second No. 1; the release of her lauded fifth studio album Thank U, Next saw Ariana beat Cardi B’s record for the most simultaneous top 40 hits by a female artist. She even became the first solo artist in the history of the Hot 100 to simultaneously occupy the Nos. 1, 2 and 3 spots, and then the only act in 55 years to do so since The Beatles. Perhaps the most telling records that Grande managed to smash in 2019 came from Spotify: Upon its release, Thank U, Next shattered streaming giant Ed Sheeran’s record for the most weekly streams of any pop album, while within a year, Grande became the most streamed female artist on Spotify, surpassing pop superhero Rihanna.

Ariana Grande
Ariana Grande

Where Adele had revitalized the art of album sales in 2010, Grande became proof of concept at how the streaming era could generate gargantuan pop idols in the modern music business. Curating the social media experience for her army of Arianators over the course of her career paid dividends in Grande’s modern eras, as her loyal fan base rallied to support their fave at all costs, even as they occasionally crossed the line with comments about her image and personal life. She learned from the prolificacy of her hip-hop contemporaries like Drake that more was more when it came to content creation. Putting those two skills together, Grande became the artist to beat in the streaming game. 

A global pandemic couldn’t even seem to stop Grande’s cultural takeover. A pair of early-lockdown collaborations — the retro-pop Justin Bieber duet “Stuck With U” and the French house Lady Gaga banger “Rain on Me” — earned Grande another pair of Hot 100-toppers. A year later, her sultry turn on renewed superstar The Weeknd’s “Save Your Tears” turned the slow-burning hit into an immediate chart-topper, sending the song to No. 1 on the Hot 100 within two weeks of its release. Even when her sixth LP Positions fell short of critics’ newly lofty expectations, she still took both the album and its title track to the summit of the Billboard 200 and Hot 100, respectively. 

Today, even if her commercial power has waned from its 2019-2020 zenith, Grande has found a level of consistency amongst her cultural ubiquity. Eternal Sunshine, the singer’s sparkling meta-narrative on the pitfalls of public image, spawned yet another pair of No. 1 hits for the singer-songwriter, as well as earning a debut atop the Billboard 200. And as she gears up for her lifelong dream of playing Glinda in the long-awaited film adaptation of Wicked, it seems that Grande has come full circle, all the way back around to her theater roots. 

Trace that ring from start to finish, and you’ll witness something fascinating; a young woman who managed not only to transform her pain into prosperity, but created a mold-breaking model for success. The career framework Grande built has only benefitted recent pop ingénues like Sabrina Carpenter and Tate McRae, who’ve capitalized on her streaming-focused strategies and sweetly melodic (and slyly winking) pop&B sound to rocket-launch their own music. Ariana Grande consciously changed how pop music is perceived and enjoyed by the masses, in a way a new generation of fans and artists will forever be so f–king grateful for. 

Read more about the Greatest Pop Stars of the 21st Century here — and be sure to check back Thursday as we reveal our No. 9 artist!

THE LIST SO FAR:

Honorable Mentions

25. Katy Perry
24. Ed Sheeran
23. Bad Bunny
22. One Direction
21. Lil Wayne
20. Bruno Mars
19. BTS
18. The Weeknd
17. Shakira
16. Jay-Z
15. Miley Cyrus
14. Justin Timberlake
13. Nicki Minaj
12. Eminem
11. Usher
10. Adele

Liam Payne‘s preliminary autopsy report has been shared by the prosecutor’s office in Argentina, revealing the 31-year-old singer died from internal and external traumas upon falling from the third floor of a hotel in Buenos Aires Wednesday (Oct. 16).

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According to the Spanish-language press release from the country’s National Criminal and Correctional Prosecutor’s Office that was released the next day, the initial report concludes that the former One Direction star appeared to be alone and under the influence of substances when he fell at 5:07 p.m. Wednesday. The findings align with a frantic 911 call placed by staff shortly before Payne’s death at the hotel, which reported that a guest was “overwhelmed with drugs and alcohol” and “destroying [their] entire room.” By the time police arrived, Payne had already fallen and died at the scene due to his injuries.

The autopsy also notes that Payne’s body was taken to the Judicial Morgue Wednesday night and studied by forensic doctors from 9:45 p.m. to 11:05 p.m. They concluded that 25 injuries — including to the skull, abdomen and limbs — identified on the musician were compatible with those caused by the fall. They also noted that there were no signs of defensive wounds on his hands, and considering the position of his body, he may have been partially or fully unconscious at the time of his fall. They also found no signs of third-party intervention.

The report notes that the investigators are still looking into the circumstances surrounding the star’s death, and whether a third party was involved. The night of Payne’s passing, the report reveals, investigators spoke with five people — three hotel employees as well as two women who were with the singer in the hours before his death, but left before his fall. Investigators also found substances in the room that at first glance appear to be narcotics and alcoholic drinks.

The experts are still waiting on further toxicology tests to determine the extent with which drugs and alcohol may have played a role in Payne’s death.

News of the X Factor alum’s death rocked the music world Wednesday night, with fans and peers alike taking to social media to express their shock and grief. His family shared a statement with the BBC Thursday morning (Oct. 17), writing, “We are heartbroken. Liam will forever live in our hearts and we’ll remember him for his kind, funny and brave soul. We are supporting each other the best we can as a family and ask for privacy and space at this awful time.”

Payne is survived by a 7-year-old son, Bear, whom he shared with ex-partner Cheryl Cole. After earning countless hits with One Direction from 2010 to 2016, the musician embarked on a successful solo career.

As the WNBA continues to soar, courtesy of its tremendous female athletes, rising young talents, and nail-biting moments, one team exudes a swagger and moxie that has been hard to replicate all season long: the New York Liberty.

Not only are the Liberty backed up by two-time league MVP Breanna Stewart, three-time All-Star Sabrina Ionescu, and five-time All-Star and former MVP Jonquel Jones, but they also have the hip-hop world championing their every move and dribble along the way. And now, the team stands on the brink of a historic triumph: clinching its first-ever title in franchise history, after a hard-fought Game 3 victory Wednesday night (Oct. 16) against the Minnesota Lynx in the WNBA Finals.

“The New York Liberty is restoring the feeling of pride in the streets of New York,” Ja Rule tells Billboard over email after performing at halftime of Game 2 of the Liberty’s semifinals series against the Las Vegas Aces earlier this month. “Watching Breanna Stewart take someone in the post, and the crowd erupts, is the similar feeling to hearing the distant roar of the cheers from inside Yankee Stadium through the adjacent blocks outside of the Bronx when Derek Jeter slaps a home run! In translation: New York, we are back, baby! And we are on the backs of the New York Liberty.”

What originally was the home that Jay-Z built in 2012 when he christened the Barclays Center as a former part-owner of the Brooklyn Nets has morphed into a basketball wonderland operated by the Liberty. After reaching the WNBA Finals last year, there’s been a growing appetite for seeing the team compete, especially amongst hip-hop stars. Since then, the Liberty has had Swizz Beatz, Alicia Keys, Common, Jennifer Hudson, Fat Joe, and A Boogie wit Da Hoodie attend its games on multiple occasions, cheering them on from the sidelines.

This connection to hip-hop royalty is not just a massive win but a source of pride for Liberty, whose chief brand officer, Shana Stephenson, wanted to take the next step: inviting artists to perform at the team’s home games. Stephenson, a born-and-raised New Yorker, is an avid lover of ’90s hip-hop and saw an opportunity to bridge the gap between her two loves, women’s sports and music.

“New York is full of rich culture, and hip-hop is a key ingredient,” she says. “Basketball and hip-hop go hand in hand in hand. As someone who loves hip-hop and grew up in ’90s hip-hop, it made sense to me.”

Last year, in honor of 50 years of hip-hop, Stephenson sought ways that the Liberty could pay homage to the genre’s most respected trailblazers. She accomplished that last August when the Liberty held a concert celebrating 50 years of women in hip-hop, and enlisted MC Lyte and Rapsody as the night’s performers. Stephenson’s love for legacy acts continued this year when the Liberty stormed into the Finals for a second consecutive season. With the stakes higher than ever, she tapped acclaimed rap stars Rick Ross and Jadakiss to perform at Game 1 and 2 of the Liberty Finals home games, with the latter being in front of a record-setting crowd of 18,000 fans.

And while the Liberty franchise has reveled in watching a hip-hop’s “Who’s Who” taking centerstage during their games, it has also used its halftime performances as a platform for emerging talent, especially those from New York to take advantage of.

“We see this as a platform for up-and-coming artists looking to get their music out there and in front of a different audience,” says Stephenson, who has had Cash Cobain, Maiya The Don, Lola Brooke, and more perform. “And we know that even though they aren’t as mainstream, they also still have followings, whether it’s cult followings or underground followings. That’s also an opportunity for us to tap into their core fan base, who might not be as familiar with the Liberty or fans of the WNBA. We see that as mutually beneficial.”

“It’s beautiful,” adds Maiya the Don. “For a long time, women’s sports, especially basketball, didn’t get the shine they deserved, but now the hip-hop community is showing love in a way that’s lifting these women up. It’s dope to see artists, especially in hip-hop, recognizing their greatness and supporting them. There’s a natural connection between basketball and hip-hop, so it’s about time the ladies got that same recognition. And honestly, it’s empowering. They’re paving the way for all of us to get the respect we deserve in our lanes.”

Maiya the Don
Maiya the Don at Atlanta Dream versus the New York Liberty in Brooklyn, New York on September 22, 2024.

With the Liberty just one game away from potentially winning its first championship in franchise history, Stephenson envisions a future of even greater success. She dreams that icons like Beyonce, Kendrick Lamar, Jay-Z, Rihanna and LL Cool J will one day grace the Liberty’s court at Barclays Center, further solidifying the bond between the Liberty and the culture.

“This is a championship we’re aiming for,” says Stephenson. “It doesn’t matter that it’s the WNBA; it doesn’t make it any less than if the Nets were competing for an NBA championship, or the Yankees or Mets competing for an MLB championship; it means a lot in the sports world to be recognized as the best. For everyone wanting to cheer us on, be supportive, be in the building for that, and know that a halftime performance can motivate the fans and players, it means a lot.”

Feid, Eden Muñoz, La Joaqui, Keityn, Peso Pluma, Young Miko, Belinda and many more were among the countless Latin music stars who took center stage in Miami for the 2024 edition of Billboard Latin Music Week, held Oct. 14-18.

Some of the biggest names in Latin music made their way The Fillmore at Jackie Gleason Center in Miami Beach for exclusive conversations, performances, panels and to pose for the photobooth — with photographer David Cabrera behind the lens — as part of the weeklong event.

Artists including J Balvin, Pepe Aguilar, Young Miko and Alejandro Sanz took centerstage for one-on-one conversations for respective Icon and Superstar Q&As. Other returning panels included Making the Hit Live!, this year featuring Grupo Frontera, and the Women’s Panel with artists Bad Gyal, Belinda, Danna, Debi Nova, Mon Laferte and Zhamira Zambrano.

Over the past 35 years, Latin Music Week has become the one, steady foundation of Latin music in this country, becoming the single most important — and biggest — gathering of Latin artists and industry executives in the world. Initially named Latin Music Seminar, sponsored by Billboard, the event traces back to 1990, where it kicked off as a one-day event in Miami featuring a two-artist showcase and awards show.

Throughout the years, it has taken place in Miami, Las Vegas and Puerto Rico, returning to Miami Beach for a fourth consecutive year in 2024, and has welcomed some of the biggest Latin acts including Celia Cruz, Selena, Ricky Martin, Chayanne, Jenni Rivera, Daddy Yankee, Karol G, Bad Bunny, and Romeo Santos. Latin Music Week coincides with the 2024 Billboard Latin Music Awards set to air at 9 p.m. ET on Sunday, Oct. 20, on Telemundo. It will simultaneously be available on Universo, Peacock and the Telemundo app, and in Latin America and the Caribbean through Telemundo Internacional.

See some of the best photobooth gems captured backstage throughout Latin Music Week.

On Wednesday night (Oct. 16), Billie Eilish beamed with pride as tens of thousands of birds of a feather stuck together and relished in the cinematic world of her Hit Me Hard and Soft LP. The nine-time Grammy winner played her first of three sold-out shows at New York City’s Madison Square Garden, the most times she’s ever graced the iconic venue on a headlining tour.

Anchored by the still-permeating tracks of Hard and Soft, Eilish’s latest trek displays her remarkable growth as a musician, vocalist, and performer, as well as her almost singular ability to cultivate intimacy in spaces that are diametrically opposed to that feeling. Dressed in her now-trademark ensemble of an oversized t-shirt, baggy shorts, sneakers, and a Yankees snapback, Eilish sprinted around the stage, spent some time with fans on the floor, and treated The Garden two hours to some of the best and most adventurous pop music of the last half-decade.

The morning of the show, Eilish launched a SoHo pop-up in collaboration with American Express featuring exclusive merchandise and interactive stations inspired by the world of Hard and Soft. Before she took the stage, pop-rock sibling duo Nat & Alex Wolff — who some fans fondly remember as The Naked Brothers Band from Nickelodeon — warmed up the arena, delivering spirited renditions of tracks like 2020’s “Glue” and “Soft Kissing Hour,” an unreleased Eilish-produced cut. At one point, Alex Wolff ran an entire lap on the floor around the stage before kicking off the final song in the duo’s set — a particularly impressive feat considering what a busy weekend the multihyphenate has ahead of him. The Line, his new film in which he stars alongside Halle Bailey, Denise Richards and the late Angus Cloud, opens on Friday (Oct. 18).

Wolff’s affinity for a quick lap was just a teaser for Eilish, who frequently sprinted around the stage during her livelier songs. With the stage in the center of the arena and a setup that prioritized her band and incredibly intricate lighting design over backup dancers and elaborate set pieces, Eilish offered up a show that played on the minimalist bent of her music. The sparseness of the stage created scenes that were as enthralling and they were harrowing, particularly during ballads like “When the Party’s Over,” “Lovely” and “What Was I Made For?” Of course, eye-popping pyro and dizzying lasers played up the spunky, electronic undertones of hits like “Bad Guy,” “Therefore I Am” and “Guess.”

Ultimately a gorgeous presentation of her latest Billboard chart-topping album, Hit Me Hard and Soft: The Tour was also a commendable victory lap for a pop star who only seems to know how to level up. Here were the eight best moments from Wednesday night’s show.

Tyler, the Creator is back. The Grammy Award-winning rapper announced plans for his eighth studio album on Thursday (Oct. 17). Titled Chromakopia, the set will be released later this month.

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Following an initial teaser on Wednesday (Oct. 16), Tyler revealed Chromakopia‘s cover art along with the project’s Oct. 28 release date, which is a Monday rather than the typical Friday.

“All songs written, produced and arranged by Tyler Okonma,” reads the text across the cover in a shade of emerald green. As for the art, it’s a black-and-white photo of Tyler as the soldier rocking a mask who fans got a glimpse of in the “St. Chroma” visual earlier this week.

Chromakopia will serve as the official follow-up to 2021’s Call Me If You Get Lost. Tyler had released an album every other year since his Goblin debut in 2011, but that streak came to and end when no project arrived in 2023.

Fans can access the Chromakopia website, where they can pre-save the album and pre-order merch bundles filled with CDs, hoodies, hats, T-shirts, tote bags and mini commemorative Chromakopia containers.

Fans got their first taste of Tyler launching into his new era on Wednesday when the musician posted a clip of the “St. Chroma” video, which some fans believed to be the opening track of his next album. Solange Knowles, Lil Yachty, Gunner Stahl, IDK, Lil Dicky, Wolfacejoeyy, Laila!, Swizz Beatz, Doechii, Wynne and more hopped into his comment section on IG to show him love.

Call Me If You Get Lost arrived in June 2021 and debuted atop the Billboard 200 with 169,000 total album units sold in the first week. The LP won best rap album at the 2022 Grammy Awards.

Next up, Tyler will be performing at his Camp Flog Gnaw festival at Dodger Stadium during the weekend of Nov. 16 and Nov. 17, where attendees will likely get to hear music from his upcoming album. A full lineup for the carnival is yet to be revealed.

Check out the Chromakopia cover below.

Members of 2 Live Crew have won a jury verdict allowing the hip hop legends to regain legal control of much of their catalog from a small record label that owned their copyrights for decades.

After years of litigation, a Florida federal jury said Wednesday that Uncle Luke (Luther Campbell) and the heirs of Fresh Kid Ice (Christopher Wong Won) and Brother Marquis (Mark Ross) were entitled to invoke copyright law’s “termination right” – a provision that allows creators to take back their works decades after they sold them away to a company.

Attorneys for Lil Joe Records, which bought the band’s catalog out of bankruptcy in the 1990s, argued that termination didn’t apply to 2 Live Crew’s albums. Lawyers for Campbell and his late bandmates argued back that the right to terminate was “inalienable” and couldn’t be forfeited.

In Wednesday’s verdict, the jurors sided with 2 Live Crew, finding the band members had lawfully regained control of the five albums at issue in the case — including their provocative 1989 record As Nasty as They Wanna Be, which reached No. 29 on the Billboard 200 and was certified platinum.

In a statement to Billboard, 2 Live’s attorney Scott Alan Burroughs said he and his clients were “extremely pleased” with the outcome: “Our team has fought this battle for nearly four years and are thankful to have had the opportunity to present our case to the jury and see justice served. The verdict was a total and overwhelming victory for our clients and artists everywhere.”

Meanwhile, Richard Wolfe, lead counsel Lil Joe Records and label owner Joe Weinberger, vowed to appeal the verdict, saying it dealt with novel legal questions about the interplay between termination rights and federal bankruptcy law.

“Since this is a matter of first impression …  which has never before been heard by any court, it may go to the Supreme Court,” Wolfe told Billboard. “The bankruptcy code is clear that all assets of a bankrupt party are part of the bankruptcy estate. All means all.”

The verdict was first reported by Law360 and confirmed by Billboard.

2 Live Crew, a pioneering hip hop group known for the backlash sparked by its sexually-explicit lyrics, is just the latest classic act to use the termination right, which typically kicks into action 35 years after a song was released.

Jay-Z has already invoked it to win back control of his debut album Reasonable Doubt, a fact revealed during a recent legal dispute over Damon Dash’s stake in Roc-A-Fella Records. Earlier this year, Cher won a legal battle with Sonny Bono’s widow over whether termination trumped a decades-old divorce settlement. And before that, groups of artists filed class actions against Universal Music Group and Sony Music Entertainment, seeking to win back control of their masters en masse.

2 Live’s dispute kicked off in November 2020, when Campbell and other members notified Lil Joe that they planned to invoke termination and take back control of their music. Lil Joe and Weinberger had  purchased 2 Live Crew’s catalog when the group’s previous label, Luke Records Inc., went bankrupt in 1995. When the two sides could not come to terms, Lil Joe sued the members in federal court.

During the case, the label argued that the bankruptcy sale, which had been signed by a judge, made clear that the album rights were “free and clear of any and all liens” or other caveats. The company also argued the albums were created as “works for hire” – meaning Lil Joe had always been the legal owner of the copyrights, and there were no rights to 2 Live to take back in the first place.

But at the trial this month, 2 Live’s attorneys told a different story. As reported by Law360, Burroughs argued the group had “trusted” Weinberg but that he had “betrayed them and steered them into bankruptcy,” where he was able to purchase the rights to their music on the cheap. He called the story a “tale of deceit and dishonesty that wouldn’t be out of place in a Netflix movie.”

Lil Joe can appeal the outcome, first by asking the judge to overturn the verdict and then by taking the case to a federal appeals court. Such proceedings could take months or even years, depending on how higher courts rule.

Cardi B is taking care of some business with a nine-day trip to Los Angeles. The Bronx native hopped on X Spaces on Wednesday afternoon (Oct. 16) to discuss her plans while on the West Coast, which include tending to her long-awaited sophomore LP.

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“I’m also in L.A. because I have to do something pertaining the album. I know you guys are gonna be like, ‘What the f–k, b—h?’ But it’s something that’s gonna be done really f–king quick,” she said. “It’s just gonna be a one-two. I did it when I was pregnant, and nothing came out how I wanted it to come, out so we gotta do it again.”

Cardi continued without saying exactly what she had to do for the LP. “It’s gonna be amazing and unique because everything I do it gotta be amazing and unique,” she promised. “I’m sorry for the delay. It’s not gonna be a crazy delay. It’s gonna come out amazing. I’m gonna be out here for nine days.”

It’s been more than six years since 2018’s Invasion of Privacy and Cardi has teased the album for 2024, but the calendar days left in the year are dwindling.

“Album is coming really, really soon, announcements is coming really really soon,” she promised later on. “Things are getting more done now! I’m not pregnant no more.”

Cardi delivered a pair of singles with Billboard Hot 100 hits “Enough (Miami)” and “Like What (Freestyle)” earlier this year, but then cooled off and leaned on a few assists while hopping on Rob 49’s “On Dat Money” and Megan Thee Stallion and GloRilla’s “Wanna Be (Remix).”

The 32-year-old also gave birth to her third child with estranged husband Offset in September. Following her filing for divorce from the Migos rapper at the end of July, Cardi is enjoying her new chapter in life.

“Life has been really weird,” she added. “I’m single and I’ve been having fun, but I feel like me being single and me having fun, I have to stop it because I don’t want it to get in the way of my work. I’m paranoid to give people my time, I’m just playing around right now,” she said with a laugh. “I just want peace.”

Listen to the full Spaces session below.

Auditions for Simon Cowell‘s Britain’s Got Talent were postponed Thursday (Oct. 17) in light of Liam Payne‘s shocking death the day prior.

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The decision was confirmed by Applause Store, which handles ticketing for the talent competition show, on X the morning auditions were set to take place in England. “Due to the tragic passing of Liam Payne, BGT has decided to postpone today’s auditions in Blackpool,” the company wrote. “We apologise for any inconvenience this may cause.”

According to the audition venue’s website, Thursday was supposed to have been the final of three back-to-back days’ worth of auditions in the city. At press time, the show has not indicated when the auditions will be rescheduled.

Cowell launched Britain’s Got Talent in 2007, three years after he started the U.K. version of The X Factor. The late “Strip That Down” singer — who died at 31 years old Wednesday (Oct. 16) after falling from the third floor of a hotel in Buenos Aires, Argentina — got his start in 2010 on the latter talent program, which placed him in the group One Direction with fellow contestants-turned-bandmates Harry Styles, Niall Horan, Zayn Malik and Louis Tomlinson. The band went on to have four No. 1 albums on the Billboard 200 and six top 10 hits on the Billboard Hot 100 before parting ways in 2015, after which Payne embarked on a solo career.

In the wake of his death, The X Factor shared a touching tribute to the late pop singer. “We are heartbroken by the sad passing of Liam Payne,” read a message posted to the show’s social media accounts Wednesday. “He was immensely talented and, as part of One Direction, Liam will leave a lasting legacy on the music industry and fans around the world. Our thoughts are with his friends, family and all who loved him.”

Countless musicians, entertainment industry peers and fans have also taken to social media to mourn Payne in the past 24 hours, including Zedd, Paris Hilton, Charlie Puth, the Backstreet Boys, Ty Dolla $ign and more. The “Get Low” artist’s family shared a statement with the BBC Thursday. “We are heartbroken. Liam will forever live in our hearts and we’ll remember him for his kind, funny and brave soul,” the message read. “We are supporting each other the best we can as a family and ask for privacy and space at this awful time.”

See Applause Store’s tweet below.