Songbook: The Ultimate Guide To Rihanna’s Reign, From Her Record-Breaking Hits To Unforgettable Collabs

Rihanna also said that Carey’s “Vision of Love” (1990) was the song that inspired her to pursue a career in music. Vulnerability is explored on the pop and synth-pop record Unapologetic (2012), which Vulture described as an “act of defiance … to sort out her feelings about her … ex-boyfriend Brown and her public image”. Rihanna’s rock-imbued record Rated R (2009), released after the assault by her then-boyfriend, Chris Brown, had a much darker tone and was filled with various emotions she experienced since then.
Rolling Stone included her single “Umbrella” in its list of the “500 Greatest Songs of All Time” and her album Anti amongst the “500 Greatest Albums of All Time”. She is the UK’s third best-selling female artist of the 21st century, having sold seven million albums. In August 2018, Billboard ranked Rihanna as the tenth-most successful Hot 100 artist of all time and it also named her the top Hot 100 artist of the 2010s. She has accumulated numerous awards and honours, including nine Grammy Awards, twelve Billboard Music Awards, and thirteen American Music Awards.

Speak Now: Proving Her Songwriting Prowess

She formed a girl group with two classmates; when they were 15 years old, they scored an audition with music producer Evan Rodgers, who was visiting the island with his Barbadian wife. She is also a businesswoman who owns multiple ventures, including the popular cosmetics line Fenty Beauty and the lingerie brand Savage X Fenty. For her work on the single, Rihanna received her first Academy Award nomination, for best original song. Rihanna began working on a new record, but the project was delayed as she took a break from music.

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In August 2021, Forbes announced that Rihanna had become one of the richest entertainers in the world, estimating her net worth to be $1.7 billion at the time following the success of her cosmetic company. In lieu of another album, the singer-turned-entrepreneur, born Robyn Fenty, launched Fenty Beauty in 2017 in partnership with luxury goods conglomerate LVMH, which also preceded a short-lived luxury fashion line. “20 years ago, i left my country, my culture, my food, and family to embark on a journey that started with the release of my very first body of music!” she wrote in an Instagram caption alongside a montage of her biggest career moments. Rihanna officially becomes a billionaire and Forbes names her the ‘richest female musician’
Highly regarded as Swift’s magnum opus, Red sees the singer shed the fairytale dresses and the girl-next-door persona to craft a body of work that has now been deemed as her first “adult” record. Writing the entire album herself, Swift used Speak Now to prove her songwriting prowess to those who questioned her capabilities. For the first time since becoming an artist, she was forced to reckon with the concept of celebrity and how turning into one — whether she wanted it or not — informed her own writing and perception of herself. On the album’s liner notes, Swift says Fearless is about “living in spite” of the things that scare you, like falling in love again despite being hurt before or walking away and letting go.
She first gained prominence in 2005 with her debut album “Music of the Sun,” which quickly established her as a force in the music industry. Known for her unique style and chart-topping hits, she has influenced music and fashion worldwide. She told Winfrey that Brown may have been the love of her life and she has developed “a very close friendship” with him. The pair worked together on the song “Birthday Cake,” released that year.
A pop and reggae album, A Girl Like Me peaked at number five on the Billboard 200 chart, with 115,000 copies sold in the US in its first week. Impressed, Rogers arranged a second meeting with Rihanna and her mother—this time without the other two girls—and later invited them to his hometown in Connecticut to record demo tapes for record label submissions. Around this time, Rihanna began listening to reggae artists such as Sizzla and Damien Marley, as well as R&B musicians like Whitney Houston and Mariah Carey. She is the highest-certified female digital single artist by the Recording Industry Association of America, and has seven diamond-certified betista casino singles and fourteen number-one singles on the Billboard Hot 100. These albums contained the US number-one singles “Rude Boy”, “Only Girl (In the World)”, “What’s My Name?”, “S&M”, “We Found Love”, “Diamonds”, and “Work”. The albums spawned the singles “Pon de Replay” and “SOS”, which peaked at numbers two and one on the US Billboard Hot 100, respectively.

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“If you listen to the lyrics to that song, you know the depth and how far she’s come.” “The minute Rihanna walked into the room, it was like the other two girls didn’t exist,” he told Entertainment Weekly in 2007. The post featured a photo of Rihanna holding her new daughter, Rocki Irish Mayers, who was born on September 13. Rihanna is a Grammy-winning singer known for such No. 1 pop hits as “Umbrella,” “SOS,” “Diamonds,” and “Work.” In 2023 Rihanna revealed she was again pregnant by performing at the Super Bowl halftime show with a visible baby bump; her representatives subsequently confirmed that the singer was expecting her second child. Rihanna’s personal life attracted intense media attention.

Midnights: Encapsulating Her Artistic Magic

  • Sadly not a tribute to the classic ’60s sitcom starring Elizabeth Montgomery, Bewitched is instead a self-described “love album” that helped Laufey surpass Björk and Sigur Ros as Iceland’s most streamed artist.
  • In 2015, Rihanna became the first artist in history to have 100 million singles digitally downloaded and streamed.
  • That year, fans also got their first glimpse of the pop superstar alongside Sandra Bullock, Cate Blanchett, and Anne Hathaway in trailers for Ocean’s 8, a female-led spinoff of the popular Ocean’s Trilogy which hit theaters in June 2018.
  • With 13 No. 1s and twice as many top 10 hits under her belt, Rihanna set out to create timeless music instead of chasing a radio-friendly formula with her 2016 magnum opus, ANTI.
  • In early 2005, she performed in New York City for Jay-Z and music executive Antonio “L.A.” Reid, singing Whitney Houston’s “For the Love of You” along with demo tracks “Pon de Replay” and “The Last Time”.
  • The album was released exclusively on the streaming service Tidal on January 28, 2016.
  • Traditional Appalachian folk song “O Death” had previously been recorded by the likes of gospel vocalist Bessie Jones, folklorist Mike Seeger and Californian rockers Camper Van Beethoven, just to name a few.

Retrospective and reflective, Speak Now is an album about the speeches she could’ve, would’ve and should’ve said. The album’s title track pulled from the saying, “Speak now or forever hold your peace,” inspired by a friend’s ex-boyfriend getting engaged; meanwhile, “Mean” was everything Swift wanted to say to a critic who was continuously harsh about her vocals. Along with having more eyes on her, Swift also felt pressured to maintain her persona as a perfect young female role model amid a time when her peers like Miley Cyrus and Demi Lovato were attempting to rebrand to be more mature and sexier. But this meant that she faced more publicity and criticism, from naysayers who nitpicked her songwriting and vocals to the infamous Kanye West incident at the 2009 MTV Video Music Awards.

  • “And, baby, that’s show business for you,” Taylor Swift declared after announcing her 12th full-length album, The Life of a Showgirl.
  • Only eight months later, in August 2005, she released her first single, “Pon de Replay,” a reggae-influenced club track that reached No. 2 on the Billboard singles chart and announced Rihanna as the next up-and-coming pop star.
  • (“And all the headshots on the walls/ Of the dance hall are of the b—es/ Who wish I’d hurry up and die/ But I’m immortal now.”)
  • The King of Pop picked up a whopping 11 nominations for his first blockbuster album, Thriller, and then converted seven of them into wins, including Album Of The Year.
  • Writing the entire album herself, Swift used Speak Now to prove her songwriting prowess to those who questioned her capabilities.
  • Known for her unique style and chart-topping hits, she has influenced music and fashion worldwide.

Seven years into an already extraordinary career, 2012’s Unapologetic became Rihanna’s first album to debut at No. 1 on the all-genre Billboard 200 chart. With this feat, she became the youngest artist to attain the most chart-toppers in a five-year span. That same carefree spirit can be heard in the feminist track “Raining Men,” which features Nicki Minaj — their first of two collabs, as they joined forces again for “Fly,” the final single off the rapper’s iconic Pink Friday album. While “What’s My Name?” may not outshine Rih and Drizzy’s other collabs — including 2011’s “Take Care” or 2016’s “Work” — the second she sings, “Hey, boy, I really wanna see if you can go downtown with a girl like me,” it’s impossible not to whine your waist to the riddim. Through lead single “Russian Roulette” and bitingly catchy anthems “Stupid in Love,” “Fire Bomb,” “Photographs,” “Cold Case Love,” and “The Last Song,” Rihanna explored her angst and confusion. Rihanna was a familiar face by 2007, but with the arrival of her third studio album, Good Girl Gone Bad, she graduated from cookie-cutter pop star to bonafide icon.
She also won her first GRAMMY in 2008 (Best Rap/Sung Collaboration for “Umbrella”) and scored four other nominations, including Record Of The Year. Good Girl Gone Bad remains Rihanna’s best-selling album and marks her greatest reinvention as she adopted a more rebellious sound. The melancholy “Rehab” is a clever metaphor for lost love, co-written by Timbaland and Justin Timberlake. Produced by Tricky Stewart, the LP’s juggernaut lead single “Umbrella” featuring Jay-Z skyrocketed to No. 1 in 17 countries. Her official introduction to the world also hit No. 1 on the Billboard Dance Club Songs chart; she boasts 33 on the tally, second behind only the Queen of Pop herself, Madonna.
Gleefully playing the witch doctor, prolific singer/bassist Esperanza Spalding individually released every song (and an accompanying video) from her seventh album across 11 days before serving up its cauldron of genre-hopping sounds in full. (Rih recorded an equally moving sequel for her Loud album.) Three years later, the two confronted their inner demons in “The Monster,” and their musical chemistry scored a GRAMMY in 2015 for Best Rap/Sung Collaboration. Final single “Te Amo” didn’t chart, but garnered a great deal of attention as the Latin-infused Stargate production depicts Rihanna being enticed by a female love interest. It also marked Rihanna’s first time veering away from her “girl next door” image, as the song’s subject matter deals with infidelity. Follow-up single “If It’s Lovin’ That You Want” stalled at No. 36 on the Hot 100, but still whetted fans’ appetite — as did her debut album, Music of the Sun, which is mostly comprised of dance-pop and dancehall tracks with hints of R&B (like “Willing to Wait”). Shortly after her 16th birthday, Rihanna left her home country for the U.S. to record a demo, which included her breakthrough hit “Pon de Replay.” The demo found its way into Jay-Z’s hands, and Hov signed the teen artist to Def Jam and the label expedited her 2005 debut album, aptly titled Music of the Sun.

In 2016, it was confirmed that Rihanna would release her music through her own label, Westbury Road Entertainment, founded in 2005 and named after her childhood home in Barbados. Including Beyoncé and Jay-Z, 16 artist stakeholders co-own Tidal, most of whom own a 3% equity stake. He highlighted her multifaceted career, “from her business achievements through Fenty to her tremendous record as an activist and philanthropist”.
Content on this site does not reflect an endorsement or recommendation of any artist or music by the Recording Academy and its Affiliates. And with that tour having celebrated her life’s work up to now, The Life of a Showgirl feels like the exhale before a brand new beginning. “That always chokes me up because it transports me right back to that actual memory of standing on that stage for the last time on that tour that was so important to me, and the tour that really inspired this album. So it’s the last track of the album and a really special one to me.” For a project about being a showgirl, introducing people to the concept of the album at the end was puzzling for some. For her, finding a balance between her career and love, and realizing that they can coexist, makes this album one of Swift’s most — if not the most — romantic to date. Yet these songs admit that she doesn’t want to carry it all alone; she wants partnership, to build something with someone else.
That year, fans also got their first glimpse of the pop superstar alongside Sandra Bullock, Cate Blanchett, and Anne Hathaway in trailers for Ocean’s 8, a female-led spinoff of the popular Ocean’s Trilogy which hit theaters in June 2018. It also spawned the popular radio hits “Needed Me” and “Love on the Brain.” At the 2014 Grammy Awards, Unapologetic won Best Urban Contemporary Album, marking the singer’s first win in an album category. In November 2012, Rihanna scored her first No. 1 album with Unapologetic. The pop star delivered her next effort, Talk That Talk, in November 2011. Rihanna returned back and better than ever in November 2010 with her fifth studio album, Loud.
Although Jay-Z initially thought “Pon de Replay” was too big for a new artist, he invited her to audition. Rihanna’s demo was sent to rapper Jay-Z, who had just become the president and CEO of the record label Def Jam Recordings. In 2005, she became the first artist to sign with Syndicated Rhythm Productions, the production company founded by Rogers and Carl Sturken. Unnamed and without original material, the girl group auditioned for American producer Evan Rogers, who recalled that “the minute Rihanna walked into the room, it was like the other two girls didn’t exist”. Though she initially planned to finish high school, she ultimately dropped out at age 16 to pursue a music career. Signed to Def Jam Recordings, she debuted with the Caribbean-inspired records Music of the Sun (2005) and A Girl Like Me (2006), both of which reached the top ten of the US Billboard 200.
She didn’t want to be just “another girl singer” and knew writing her own songs would be what set her apart. Every album era has seen Swift reinvent herself over and over, which has helped pave the way for artists to explore other musical avenues. A once-in-a-lifetime generational storyteller, one could argue that she is music’s modern-day maverick, constantly evolving both her music and the culture around her. Sadly not a tribute to the classic ’60s sitcom starring Elizabeth Montgomery, Bewitched is instead a self-described “love album” that helped Laufey surpass Björk and Sigur Ros as Iceland’s most streamed artist.
Swift also found a new sense of creativity within this new mindset, one where she aimed to still embed playful themes in her songwriting but with less snark than that of “Blank Space” and “Look What You Made Me Do.” Leaning into Lover being a “love letter to love,” Swift explored every aspect of it. After finding love amongst chaos with reputation, Swift was learning to deal with the anxiety and fear of losing her partner — became a major theme of another aptly titled album, Lover. With time, though, it became clear that the response to reputation became muddled with the public’s overall perception of her at the time — some even claimed that Swift was ahead of her time with the album’s overall sound. Although Swift said that the album has its vindictive moments — even declaring that the “old Taylor” is dead on the bridge of “Look What You Made Me Do” — it’s a vulnerable record for her. Following the release of 1989, Swift became a cultural juggernaut, and the album has had an omnipresence in music since. And where some might trade a hit or two at the expense of their artistic integrity, Swift didn’t falter — instead, her lyrics were just as heartfelt and intimate as they were on prior albums.