Remembering Aaliyah's Many Triumphs Before Her Tragic Death

Aaliyah was only 22 when she was killed in a plane crash, but the "Try Again" singer had already accomplished so much.

By Natalie Finn Jan 16, 2022 8:00 AMTags
Watch: Remembering Aaliyah: E! News Rewind

Aaliyah's story had barely begun before it was out of her hands.

The story didn't end, because here we are more than 20 years after her untimely death in a plane crash at the age of 22 still talking about her, still marking what would have been her birthday, still appreciating what she did contribute in her short time on the planet.

"Sometimes, when it's just my mom and me kicking it, I say, 'I'm 22, and I've accomplished so much,'" she told E! News in 2001, just months before she died. "I just know I have to appreciate every moment."

But as has so often been the case when a famous woman's story is linked to an infamous scandal, her accomplishments can get overshadowed by the more salacious details—and setting Billboard chart records, starring in movies, inspiring makeup and fashion, and making enough of an impression musically so that artists are still sampling and drawing comparisons to Aaliyah to this day just doesn't get the heart racing quite as much.

Not that the scandalous part of Aaliyah Dana Haughton's story isn't important to remember.

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R. Kelly was just charged in December 2019 with bribing a government employee—a federal crime—in order to obtain the fake ID that purported Aaliyah was 18 to disguise the fact that she was only 15 when the 27-year-old Kelly took her to a hotel in Rosemont, Ill., to marry her on Aug. 31, 1994.

The union was annulled in February 1995 at her parents' behest. On Good Morning America in 2019, Kelly's attorney said the singer had said he had "no idea" that she was so young at the time.

When the bribery charge was tacked on as part of a broader racketeering case, the disgraced R&B singer was already facing multiple counts in multiple jurisdictions of sexual exploitation and abuse, the criminal charges seen by many as a disturbingly overdue comeuppance for a rich and famous man who, four years before he won three Grammys for "I Believe I Can Fly," married a 15-year-old girl after producing her debut album and had since repeatedly been linked to underage girls.

Kelly's former tour manager testified last August during the singer's years-in-the-making sex crimes trial in Brooklyn that Kelly gave a staffer at a Chicago-area welfare office $500 to help him obtain the bogus ID card. Prosecutors alleged that Kelly wanted to marry Aaliyah so that she'd be unable to testify against him regarding charges of having sex with minors.

The artist born Robert Sylvester Kelly was convicted of all nine counts against him and is due to be sentenced May 4. He is also due to go on trial again this August in federal court on charges including producing child pornography and enticing children into sex acts. He has pleaded not guilty on all counts.

Questionable producing pedigree aside, Aaliyah's first studio album in 1994, Age Ain't Nothing but a Number, has sold more than 6 million copies worldwide and was certified double platinum, buoyed by top-10 singles "Back & Forth" and "At Your Best (You Are Love)." 

The Brooklyn-born, Detroit-bred teen was a show business veteran already, singing at weddings at 8, performing on Star Search alongside Gladys Knight—who was briefly married to Aaliyah's uncle, record producer Barry Hankerson, in the 1970s—at 10 and taking the stage in Las Vegas at 11.

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"I'm still in high school," Aaliyah coyly said, beaming about her recent straight-A report card, in a New York morning show interview to promote her first-ever performance at the legendary Apollo Theater.

She wanted to go to college to major in music history and minor in engineering, she said, "but I do want to stay in this business as long as possible, 'cause I love it." She described her brother, Rashad, as her "best friend" and frequent writing partner.

Her LP's title, Age Ain't Nothing but a Number, was both her favorite song on the album and stemmed from the fact that she didn't go around sharing how old (or young) she was, though everyone knew she was too young to play the Budweiser Superfest—because, beer. (She eventually performed at the festival in 1997.)

By then, the marriage "rumor" had reared its head, but Aaliyah smiled and shrugged. "I just ignored it," the singer, who along with Kelly had denied the marriage had occurred at all, continued. "When you're in this business it comes with the territory that people are going to talk, and you really can't control what people are going to say. So I just really ignored it, you know, and let that roll off my back."

Jeffrey Mayer/WireImage

One of the less nauseating things about R. Kelly's success not being impacted in any perceivable way by the unearthing—by Vibe, in 1995—of the 1994 marriage certificate that falsely listed Aaliyah's age as 18, is that Aaliyah's promising career wasn't derailed, either. Her star only continued to rise.

She wanted her second album to be "on the same wavelength as the first album," for which she had been heralded as a promising new talent, but planned to add more of her own flavor.

Slant magazine, for instance, said that her cover of the Isley Brothers' "At Your Best (You Are Love") "exhibited a restrained vocal and ear for harmony way beyond her years."

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After the marriage scandal erupted in 1995, Aaliyah distanced herself from Kelly, leaving Jive Records for Atlantic Records and hooking up with producers Timbaland and Missy Elliott in the studio. The result was her 1996 second album, One in a Million, which has sold 8 million copies and was named one of the "essential recordings of the '90s" by Rolling Stone.

And all the while, Aaliyah remained on the mysterious side—a tactic that was easier to pull off then, because lord knows her fans would demand she be on social media nowadays—often sporting sunglasses in interviews and being sure not to reveal too many personal details. (A controversial 2014 Lifetime biopic that almost starred Zendaya attempted to fill in some of the gaps and was widely panned for its efforts.)

But Aaliyah continued to have the brightest smile.

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"I dress in my baggy clothes every day and I am a laid-back person, which is what I portray on camera," she explained to MTV News in June 1994. "I'm laid back, I'm mellow, kind of jazzy—I like the jazzy music. It's really not so much of a difference [between her personality and her professional persona] which is probably why it's so easy, because it really is how I am."

"Be yourself," she agreed. "That's the best way to go, really."

It was in character, then, not to rush out album No. 3 merely to ride a wave of excitement. Instead, she took a moment to graduate from high school in 1997 (maintaining that 4.0), made her acting debut on the Fox police drama New York Undercover, became a face of Tommy Hilfiger, performed the Best Original Song nominee "Journey to the Past" from Anastasia at the 1998 Oscars, and in 1999 earned her first Grammy nomination, Best Female R&B Vocal Performance, for "Are You That Somebody?" from the Dr. Dolittle soundtrack.

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Then it was on to her first movie, 2000's Shakespeare-adjacent revenge thriller Romeo Must Die, a sleeper hit that earned $91 million at the box office worldwide.

The New York Times called Aaliyah "a natural," never mind that she and co-star Jet Li didn't exhibit any believable chemistry.

Romeo Must Die also birthed what turned into Aaliyah's first No. 1 hit and most well-known song, "Try Again." She earned another Grammy nomination for Best Female R&B Vocal Performance and won two MTV Video Music Awards, for Best Female Video and Best Video From a Film.

"Try Again" could also be found on Aaliyah's years-in-the-making self-titled third album, which she primarily recorded in 2000 in Australia, where—thanks to her impressive movie debut—she was the titular queen in the big-screen adaptation of the Anne Rice novel Queen of the Damned, following in the footsteps of no less than Tom Cruise and Brad Pitt as a star of her own "Vampire Chronicles" vehicle. (Stuart Townsend took over from Cruise as Lestat.)

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Aaliyah dropped on July 7, 2001, boasting what the artist proudly felt was a more mature neo-soul sound than the albums she had put out as a teen. It sold 187,000 copies in its first week, Aaliyah's biggest week of her career, but then sales started to taper off.

Less than two months later, Aaliyah was dead.

She had been in the Bahamas shooting scenes for her music video for "Rock the Boat" when on the night of Aug. 25, 2001, she warily boarded a twin-engine Cessna 402-B to be flown back to Florida from the Abaco Islands' Marsh Harbor Airport.

"Down to the last BlackBerry [exchange] that we had, before she went there, she was like, 'I don't like that plane,'" Damon Dash, who was dating her at the time and later said he had planned on marrying her, recalled on The Real in 2016. "And I was like, 'don't get on it.' And she was just like, 'I gotta do it.' You know, it was a complicated situation but she had to go do that video."

The plane, which investigators would determine was carrying as much as 700 more pounds than it should have been, crashed and burned just a few hundred feet from the runway after takeoff.

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Eight other people were killed too, including the pilot, Luis Morales III; makeup artist Eric Forman; Anthony Dodd; security guard Scott Gallin; Douglas Kratz, director of video production for Virgin Records; stylist Christopher Maldonado; and Blackground Records execs Keith Wallace and Gina Smith. An autopsy found that Morales had traces of cocaine and alcohol in his system.

Aaliyah's parents later settled a wrongful death lawsuit against the companies involved in operating the plane for an undisclosed sum.

"We've been friends since '96," singer Monica told Rolling Stone that night after the fatal accident at what turned out to be a somber PowerHouse Festival in Anaheim, Calif. "She was an easy person to like. I want her family to know we're here for her as artists, but this is bigger than the music industry. She was very talented, but more than that, she was a good person."

Ludacris was performing when he was informed on stage of what happened, and he broke the news to the audience.

"It's numbing," Ja Rule told Rolling Stone. "I got the news before I went on and I didn't want to believe it, but I guess if you're saying it, it must be true. It was definitely in the back of my mind as I was out there though. I loved baby girl. She was a sweet person."

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Aaliyah, which had debuted at No. 2 on the Billboard 200 before sales flagged, shot right back up to No. 1, a 595 percent jump in sales.

"She was a very happy person," Hype Williams, director of the "Rock the Boat" video, told MTV News a few days after the accident. "She had nothing but love to give to others and she selflessly shared much of who she was. I don't know if anyone really understands that about her. She had these incredible, graceful qualities as a person. I don't know if her fans know that about her."

Alas, Queen of the Damned, when it was released in February 2002, was damned upon arrival—with the studio not sure how to hype a bloody horror-fantasy film about the joys and perils of immortality of which the biggest selling point became its sadly deceased leading lady. "Because of the tragic aspects of her death, most audience interest will be in Aaliyah, but her largely nonspeaking part is more like a modeling assignment than actual acting," noted the Los Angeles Times. Aaliyah was "the real victim of this dreary mess," wrote the New York Times, which gave another shout-out to all the promise she showed in Romeo Must Die.

But that was only her second movie ever, after all, and there were supposed to be many more opportunities to show what she could do on screen. 

On Aug. 25, 2002, exactly a year to the day after the crash, Jay-Z was performing at DTE Energy Music Theater in Detroit when he paused the music shortly after 10 p.m.

The lights went down and the lighters came out as "Try Again" played over the speakers. He joined his Roc-a-Fella co-founder Dash at the back of the stage for the moment of tribute. 

"We love you," Jay-Z said. "We miss y'all."

(Originally published Jan. 16, 2020, at 3 a.m. PT)