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Holly Brook Hafermann (born February 23, 1986), known professionally as Skylar Grey, is an American singer, songwriter, and record producer. In 2004, Grey signed a publishing deal with Universal Music Publishing Group and a recording contract with Linkin Park's Machine Shop Recordings under the name Holly Brook. Her debut studio album, Like Blood Like Honey (2006), served as her only release with the label.

In 2010, Grey co-wrote Eminem's hit single "Love the Way You Lie" with English producer Alex da Kid, who signed Grey to his record label Kidinakorner, an imprint of Interscope Records. Her second album, Don't Look Down (2013) peaked within the top ten of the Billboard 200, while her third, Natural Causes (2016) was met with critical acclaim despite failing to chart. Her 2021 single, "Last One Standing" (with Polo G, Mozzy and Eminem) marked her first entry—at number 78—on the Billboard Hot 100 as a lead artist. The following year, her self-titled fourth album (2022) was released independently to continued acclaim.

Grey is also known for providing guest vocals on several hit singles, such as Fort Minor's "Where'd You Go", Diddy's "Coming Home", Dr. Dre's "I Need a Doctor", Nicki Minaj's "Bed of Lies", and Macklemore's "Glorious". Additionally, she has written songs for a number of prominent performers including Kehlani, G-Eazy, Alicia Keys, Ciara, Christina Aguilera, Zedd, Nick Jonas, Céline Dion, and CeeLo Green.

Life and career

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1994–2004: Early life and Generations

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As a child, Grey performed professionally in a folk duo with her mother, Candace Kreitlow,[5] called Generations.[6] The group released three studio albums together.

2005–2010: Like Blood Like Honey and EPs

[edit]
Further information: Like Blood Like Honey

Grey co-wrote "Done With Like" and "She Said" with Jon Ingoldsby and American actress Brie Larson for Larson's first and only album, Finally Out of P.E. (2005). In 2005, Grey was featured on the song "Where'd You Go" and "Be Somebody" by Fort Minor, a side project by American singer, rapper, and songwriter Mike Shinoda of Linkin Park.[citation needed] "Where'd You Go" was released as a single on April 14, 2006, with an accompanying music video following soon after. The song gained commercial success and ended up becoming a top four hit on the US Billboard Hot 100 chart and also became certified platinum by the Recording Industry Association of America (RIAA). After working with music producer Jonathan Ingoldsby, Grey released her debut album, titled Like Blood Like Honey, on June 6, 2006, under Warner Bros. Records. The album peaked at number 35 on Billboard's Heatseekers Albums chart.[7] During this time, Grey had landed opening spots for concert tours with Jamie Cullum, k.d. lang, Daniel Powter, Teddy Geiger and Duncan Sheik.[citation needed]

Through Machine Shop Records, Grey worked with Linkin Park affiliates Styles of Beyond and Apathy. She was featured on two tracks, "Victim" and "No Sad Tomorrow", from Apathy's second studio album, Wanna Snuggle? (2009). Grey toured as part of Duncan Sheik's band and contributed substantially to his 2009 album, Whisper House. In 2009, Grey sang backing vocals on Eurovision contestant Yohanna's debut album, Butterflies and Elvis. In August 2009, still under the name Holly Brook, she lent both her song "It's Raining Again" and her image to a promotional campaign for Ciao Water.[8][9] In early 2010, she performed in the theatrical version of "Whisper House," playing one of the two lead ghost vocalists, along with David Poe.[10] On June 10, 2010, she self-released the seven-song extended play (EP), O’Dark:Thirty. Production of the EP was handled by Duncan Sheik and Jon Ingoldsby.[11]

2010–2011: Songwriting and name change

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Grey singing at the Tibet Talk for World Peace in July 2011

Brook later changed her stage name to Skylar Grey. While still living in Oregon, Grey visited New York to meet her publisher Jennifer Blakeman, to seek help presenting her work. Blakeman had suggested that she work with English producer Alex da Kid. Alex da Kid then sent Grey a few tracks that he had been working on, the first song finished being "Love the Way You Lie".[12][13] The song was given to American rapper Eminem (who wrote the verses) and Barbadian singer Rihanna. Their song became a worldwide hit, reaching number one on 26 charts and being nominated for four Grammy Awards. Grey received a Song of the Year Grammy nomination for "Love the Way You Lie".[14] Grey wrote the hook to all three versions of "Love the Way You Lie" by Eminem and Rihanna, and even recorded a solo version that was later featured on her fourth EP, The Buried Sessions of Skylar Grey (2012).

Alex da Kid went on to sign Skylar Grey to a production deal on his KIDinaKORNER record label imprint.[15] In 2010, Grey also co-wrote and was featured on Diddy – Dirty Money's single "Coming Home", which gained massive commercial success.[16] Also in 2010, Grey co-wrote "Castle Walls" by American rapper T.I. and American pop singer Christina Aguilera.[17] On February 1, 2011, American renowned hip hop producer Dr. Dre released a song titled "I Need a Doctor", featuring Eminem and Grey.[18] "I Need a Doctor" managed to peak at number four on the US Billboard Hot 100 chart and was certified double platinum by the RIAA. The song garnered Grey several Grammy nominations.

Grey made her national television debut under her new alias during the 53rd Annual Grammy Awards, where she performed "I Need a Doctor", with Eminem and Dr. Dre. During this time, Grey announced that she had begun working on her album then-titled Invinsible. In March 2011, it was revealed Grey signed to Interscope Records, through Alex da Kid's KIDinaKORNER and announced she would be releasing a single in the spring.[19] Later in 2011, Grey was featured on a song titled "Words I Never Said", the second single from Lupe Fiasco's Lasers (2011).

Grey released her debut single, "Dance Without You", on June 6, 2011.[20] The song later received a music video, which was released on July 5.[21] Grey's second single and formerly her second album's title-track, "Invisible", was released to radio on June 16.[22][23] Grey performed alongside aspiring rapper Eli Porter on the September 20, 2011 episode of Tosh.0. In October, Grey was featured on American DJ Kaskade's seventh album Fire & Ice, writing and singing on two versions of the song "Room for Happiness", which became the album's third single and earned a Grammy nomination.[24]

2012–2014: Don't Look Down and collaborations

[edit]
Main article: Don't Look Down (Skylar Grey album)

In August 2012, appeared twice as a guest vocalist on American hip hop supergroup Slaughterhouse's second album, Welcome to: Our House (2012). In September 2012, Grey's song "Building a Monster", was featured on the soundtrack to Tim Burton's Frankenweenie.[25][26]

In 2012, Grey co-wrote Russian-German producer Zedd's 2012 single "Clarity" featuring Foxes, which won the Grammy Award for Best Dance Recording in 2014.[27]

In February 2013, American recording artist CeeLo Green released a single titled "Only You", which he co-wrote with Grey.[28] On March 8, 2013, Grey performed a six-song set for "Guitar Center Sessions" on DirecTV.[29] Grey also contributed an exclusive song, titled "Slowly Freaking Out", to the soundtrack album for the film 2013 film The Host, based on the novel by Stephenie Meyer,[30] In April 2013, Grey contributed to will.i.am's fourth solo album #willpower, on the song "Love Bullets".[31]

On October 31, 2012, Grey announced Eminem would be executive producer for her album whose title she had changed from Invinsible to Don't Look Down.[32] The album was preceded by the singles "C'mon Let Me Ride",[33] "Final Warning",[34] and "Wear Me Out".[35] Grey's second album, Don't Look Down, was released July 5, 2013.The album debuted at number eight on the US Billboard 200 chart, selling 24,000 copies in the United States.[36]

In September 2013, Grey released a music video for her cover version of Daft Punk's hit single "Get Lucky".[37] On September 5, 2013,[38] Grey was featured on the song "Don't Turn On Me" by 50 Cent and produced by Alex da Kid[39] for 50 Cent's album, Street King Immortal.[40] The track gained millions of views on YouTube before the first week of December 2013, however the song would go unreleased due to 50 Cent delaying and eventually canceling the album in July 2021.[41]In October 2013, Grey appeared on the track "The Last Day" on Moby's eleventh album, Innocents.[42] On October 17, 2013, Grey previewed a new cover of Robert Palmer's "Addicted to Love" in a trailer for the 2014 remake of Endless Love.[43][44] In November 2013, she appeared on Eminem's eighth studio album, The Marshall Mathers LP 2, on a track titled "Asshole".[45]

On January 20, 2014, Grey released a song titled "Shot Me Down", with David Guetta.[46] The song was successful charting in the top ten in several countries. In March 2014, a new collaboration with American recording artist Kid Cudi, titled "Hero", was recorded for the Need for Speed film and released on the film's official soundtrack.[47] In August 2014, Grey appeared on American rapper T.I.'s song "New National Anthem", from his ninth album, Paperwork.[48] In November 2014, Grey featured on Shady XV, a compilation album performed by various artists of Shady Records, on "Twisted" alongside Eminem and Yelawolf.[49] In 2014, Grey teamed up with American rapper Nicki Minaj to co-write the song "Bed of Lies", from Minaj's third album, The Pinkprint. Grey sang on the recording and performed it with Minaj at the 2014 MTV Europe Music Awards and the December 6, 2014 episode of Saturday Night Live.

2015–2017: Natural Causes and soundtracks

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Main article: Natural Causes (Skylar Grey album)
Grey performing in 2015

Grey confirmed on her official Instagram account that her third studio album would be released in 2015. In February 2015, Grey released a song from the Fifty Shades of Grey soundtrack called "I Know You". Also in February, Grey confirmed she has a song on the Furious 7 soundtrack, called "I Will Return." In March 2015, she released her version of "Addicted to Love" on iTunes, and also re-released the song "Words," which was deleted from the iTunes Store in 2013. On March 29, 2015, Grey appeared at her third WrestleMania event, performing a medley of "Rise" and "Money and the Power" at the thirty-first annual event, with Travis Barker and Kid Ink.[50]

On May 18, 2015, electronic music producer Deadmau5 released a short demo on SoundCloud in collaboration with Kaskade, featuring vocals by Grey, titled "Beneath with Me".[51] On October 6, 2016, a music video for the song was released.[52]

Natural Causes, Grey's third studio album, was released on September 23, 2016. The album received positive reviews and was a moderate commercial success. It was preceded by the singles "Moving Mountains", the Eminem-produced "Come Up For Air",[53] and "Lemonade".[54][55] In the fall of 2016, Grey went on her Natural Causes Tour with morgxn.[56]

In 2017, Grey provided vocals for the song "Wreak Havoc" and wrote Kehlani's "Gangsta" for the Suicide Squad soundtrack.[57] Grey later co-wrote Kehlani and G-Eazy's song "Good Life" for The Fate of the Furious: The Album soundtrack. Grey collaborated with G-Eazy again, writing "Pick Me Up" for his album The Beautiful & Damned.[58]

On March 31, 2017, American rock band Papa Roach released their song, "Periscope", featuring guest vocals by Grey. Grey was also featured on American rapper Macklemore's single "Glorious", released on June 25, 2017. The platinum selling single topped the charts in numerous countries.[59][60] Grey collaborated with Eminem on his album Revival, co-writing the collaborations "Walk On Water" with Beyoncé, "Like Home" with Alicia Keys, "Need Me" with Pink, and "Tragic Endings" with Grey herself.[61]

Previous collaborator Kaskade released his debut Christmas album Kaskade Christmas on November 24 and featured Grey singing a cover of "O Come, O Come, Emmanuel" retitled "O Come Emmanuel".[62]

2018–2020: Angel with Tattoos and Make It Through The Day

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On January 25, 2018, Grey released a cover of Ben E. King's "Stand by Me",[63] which was featured in a Budweiser Super Bowl LII commercial.[64] A portion of the proceeds from the song went to the American Red Cross to benefit those affected by natural disasters.[65] A music video was released on February 2, 2018.[66]

In an interview with Uproxx published on January 26, 2018, Grey revealed that she was working on her fourth album and is planning on including her own version of "Walk on Water", which she had written for Eminem and Beyoncé, on the album.[67] Later that year, Grey co-wrote and performed the single "Everything I Need", for James Wan's superhero blockbuster film Aquaman.[68][69]

In May 2019 Grey, along with fellow artists Jamie N Commons and Gallant, released a new version of Soul Asylum's 1993 "Runaway Train". The video for the song was made in collaboration with the National Center for Missing and Exploited Children and utilizes geotargeting to show viewers missing children in their local area.[70] The video was later nominated for a VMA.[71]

On July 19, 2019, Grey announced on social media that she had left Interscope Records/KIDinaKORNER and that she would release her fourth studio album Angel with Tattoos. The first single released was titled "Shame On You".[72] Angel with Tattoos was released as an EP on October 18, 2019, and she released the music video for the title-song of the album on the same day.[73] Grey announced that the album is open ended, and songs will be added over time, stating; "Who knows? It could end up with a hundred songs, it could stop at five.”.[74]

On August 7, 2019, Grey released a new song titled "New Kind Of Love" that was featured on Hulu's re-make of "Four Weddings And A Funeral".[75] In the Aug. 24 issue of Billboard, Grey revealed that she had left Interscope Records due to "creative differences;" that her departure had been "amicable;" and that she had signed with Crush Music in 2017.[76]

In 2019, Grey and her fiancé Elliott Taylor wrote "Falling In Love Again" for Celine Dion's Courage. Train also released a song featuring Grey titled "Mai Tais". The song was featured on the CBS show Magnum P.I.[77]

On January 17, 2020, Eminem released his eleventh studio album, Music to Be Murdered By, featuring a song featuring Grey titled "Leaving Heaven". Furthermore, Grey co-wrote and produced the song, making her the first sole female to produce an Eminem song.[78]

On July 14, 2020, Grey revealed her then-upcoming album title, Dark Thoughts.[79] The project was preceded by the singles "Dark Thoughts", a cover of "Goosebumps",[80] and "Sunscreen".[81][82] The project was eventually scrapped as Grey announced she started working on a new album via various social platforms on January 16, 2021.[83] Some singles released in 2020 were compiled as part of Make It Through the Day - EP, released on November 6, 2020.[84]

2021–present: Skylar Grey and Lofi Chill Vibes albums

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On September 30, 2021, Grey's song "Last One Standing" was featured on the soundtrack for the film Venom: Let There Be Carnage with Eminem, Polo G, and Mozzy featured on the song.[85][86]

After the release of several singles, Grey's eponymous fourth studio offering, Skylar Grey was released on April 28, 2022.[87]

On July 15, 2022, Grey's song "My Heart Has Teeth", another collaboration with Deadmau5, was featured on the soundtrack for the series Resident Evil (2022).[88] On October 27, 2022, Grey's song "Walking On Fire", produced by Th3rdstream, was featured on the soundtrack for the series Vampire Academy.[89]

In 2023, Grey announced that she would be re-recording her back catalog after selling her masters to settle her 2021 divorce. The plan was to release a greatest hits collection in 2023, including Grey's original version/demo of "Love the Way You Lie", later recorded and released by Eminem and Rihanna and Grey's version of "Coming Home" (released by Diddy-Dirty Money).[90][91] Grey released her next album Lofi Chill Vibes with Skylar Grey on August 11, 2023, featuring lo-fi versions of Grey's back catalog.[92] Grey co-wrote and featured on Eminem's song "Temporary" from his 2024 album The Death of Slim Shady (Coup De Grâce).[citation needed]

Artistry

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Musical style and influences

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Grey has listed Bon Iver, Fleetwood Mac, James Taylor, Shirley Manson of Garbage, Joni Mitchell, Radiohead, Marilyn Manson, Bob Dylan, Fiona Apple, Neil Young, Sarah McLachlan, Eminem, Death Cab for Cutie and Alana Davis as her influences.[93][94][95][96]

Stage name

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Grey explained that she thought her stage name "represents the unknowns in life. People seem to be afraid of the unknowns, but I'm the complete opposite. I dive into the unknown because I feel like that's where all your possibilities come from."[97] She explained to Beatweek that she chose "grey" with an e rather than an a because "I like to do things the original way" and because "it's more masculine. I'm not a very feminine person."[98]

Personal life

[edit]

Grey was previously married to Todd Jeremy Mandel. In 2017, she was granted a temporary restraining order against him after he allegedly stalked and followed her and her boyfriend, Elliott Taylor.[99] Grey is currently engaged to Taylor.[100]

Discography

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Main article: Skylar Grey discography

Filmography

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Film

[edit]
Year Title Role Notes
2014 Lennon or McCartney Herself

Television

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Year Title Role Song(s) Notes
2011 American Idol Herself "Coming Home" Performer with Diddy – Dirty Money
Tosh.0 Herself None Episode "Eli Porter"
2013–17 Saturday Night Live Herself "Survival", "Walk on Water", "Stan", "Love the Way You Lie", "Bed of Lies" Season 39, Episode 5 and Season 43, Episode 6 (Performer) with Eminem
Season 40, Episode 8 (Performer) with Nicki Minaj
2016 The Late Late Show with James Corden Herself "Real World"
2017 Fox's New Year's Eve Herself "Glorious", "Coming Home", "Love The Way You Lie", and "Clarity"
2018 The Today Show Herself "Stand By Me"[101]
2018 The Daily Show with Trevor Noah Herself "Love the Way You Lie", "Coming Home", "Clarity", "Glorious"

Web

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Year Title Role Notes
2013 The Grizzly Diaries Herself 1 episode

Tours

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  • Don't Look Down Summer US Tour[102]
  • The Natural Causes Tour

Awards and nominations

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Grammy Awards

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Grey has been nominated for five Grammys.[103]

Year Award Nomination Result
2010 Song of the Year "Love the Way You Lie" Nominated
Best Rap Song
2011 "I Need a Doctor"
"Best Rap/Sung Collaboration"
Album of the Year Loud

MTV Video Music Awards

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Year Award Nomination Result
2006 Ringtone of the Year "Where'd You Go" (with Fort Minor) Won
2019 Video For Good "Runaway Train" (with Jamie N Commons & Gallant) Nominated

Teen Choice Awards

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Year Award Nomination Result
2011 Choice Music: R&B/Hip-Hop Track "I Need a Doctor" (with Dr. Dre & Eminem) Nominated
2017 Choice Music: R&B/Hip-Hop Track "Glorious" (with Macklemore)[104] Nominated

Variety's Breakthrough of the Year Awards

[edit]
Year Award Nomination Result
2014 'Music Up Next' Breakthrough Award Skylar Grey[105][106] Won

Vevocertified Awards

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Year Award Nomination Result
2011 100.000.000 Views "Coming Home" (with Diddy-Dirty Money) Won
"I Need a Doctor" (with Eminem & Dr. Dre) Won
2020 "I Know You"[107] Won

World Music Awards

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Year Award Nomination Result
2014[108] World's Best Entertainer of the Year Herself Nominated
World's Best Female Artist Nominated
World's Best Album "Don't Look Down" Nominated
World's Best Song "Shot Me Down" (with David Guetta) Nominated
World's Best Video Nominated

References

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[edit]
Revisions and contributorsEdit on WikipediaRead on Wikipedia

Skylar Grey

View on Grokipedia
from Grokipedia
Skylar Grey, born Holly Brook Hafermann on February 23, 1986, in , is an American , , and renowned for her emotive, haunting vocal delivery and ability to blend pop, hip-hop, and electronic elements in her music. Rising to prominence under her former stage name Holly Brook with the 2006 album , Grey transitioned to her current moniker in 2010, marking a pivotal shift toward mainstream success as a collaborator and solo artist. Her breakthrough came through songwriting and featured vocals on high-profile tracks, including co-writing 's multi-platinum hit "" featuring in 2010, which topped the and earned her three Grammy nominations for Song of the Year, , and Best Rap/Sung Collaboration. Further cementing her reputation, she contributed to Dr. Dre's "" featuring in 2011, securing two additional Grammy nominations for Best Rap/Sung Collaboration and Best Rap Song, bringing her total to five across her career. Grey's collaborative portfolio spans genres and artists, with notable credits including "Where'd You Go" for (2006), "Coming Home" for Diddy-Dirty Money (2010), "Clarity" for featuring Foxes (2012), "Glorious" for and (2017), and "Bed of Lies" for featuring her vocals (2014), many of which achieved platinum certification and chart success. As a soloist, she has released five studio albums—Don't Look Down (2013), Natural Causes (2016), the self-titled Skylar Grey (2022), and Angel with Tattoos (2025)—along with EPs and singles that showcase her evolution from introspective roots to darker, atmospheric electronic sounds, earning her multi-platinum status overall. More recently, Grey has explored production and visual media, contributing to soundtracks like the 2022 series with "My Heart Has Teeth" alongside , and completing her album Angel with Tattoos in 2025, which highlights her ongoing fusion of vulnerability and intensity.

Life and career

1986–2004: Early life and initial music pursuits

Skylar Grey was born Holly Brook Hafermann on February 23, 1986, in the small village of . Growing up in a rural environment, she was immersed in music from an early age, with her mother, Candace Kreitlow, serving as a primary influence by exposing her to folk and Celtic sounds and teaching her to play various instruments. Hafermann began her musical pursuits as a , performing professionally alongside her mother in a folk duo named Generations, where they recorded starting when she was just six years old. This early collaboration fostered her passion for songwriting and performance, laying the foundation for her creative development in a supportive, eclectic family setting that included musical theater and . At the age of 17, Hafermann relocated to in 2003 to advance her music career, marking a pivotal shift from her roots. The following year, in 2004, she signed her first publishing deal with under the moniker Holly Brook, securing her entry into the professional music industry.

2005–2009: Holly Brook recordings and major label debut

In 2005, at the age of 19, Holly Brook Hafermann signed a recording contract with Machine Shop Recordings, the independent label co-owned by Linkin Park members Mike Shinoda and Brad Delson, which operated as a vanity imprint under Warner Bros. Records. This deal followed a strong demo submission and marked her entry into the professional music industry, building on her earlier musical training. Her first release under the label was the Holly Brook EP on October 11, 2005, a five-track digital project featuring acoustic piano-led songs that showcased her vulnerable songwriting style. Brook's major label debut came with the full-length album Like Blood Like Honey, released on June 6, 2006, via Machine Shop/Warner Bros. The album was primarily produced by Jon Ingoldsby at Stagg Street Studios in , , emphasizing a warm, acoustic sound driven by and subtle instrumentation that evoked influences from artists like and . Tracks such as "What I Wouldn't Give," with its introspective chord progressions and emotional delivery, and the closing "Building a Better World," highlighted themes of personal struggle and resilience amid sparse arrangements. Critics praised the record as an example of introspective , noting its simplicity, melancholy tone, and honest lyrics that conveyed vulnerability without excess flair, though it earned a modest 7.5/10 rating on aggregate sites and failed to achieve significant commercial traction. In the years following the album's release, Brook continued to perform and collaborate, including providing vocals for Fort Minor's hit "Where'd You Go" in 2006, but faced growing frustrations with label support and creative direction. By 2008, prolonged negotiations over financial and artistic differences led to her release from the contract, allowing her to step away from and explore independent opportunities amid personal and professional reassessment.

2010–2011: Alex da Kid collaboration and rebranding to Skylar Grey

In 2010, while living in a remote cabin in Oregon, singer-songwriter Holly Brook connected with British producer Alex da Kid via email after he sent her a beat for potential collaboration. This partnership marked a significant shift from her earlier acoustic folk work, introducing electronic and hip-hop influences to her sound. Together, they co-wrote "Dancing Crazy," a dance-pop track originally intended for Avril Lavigne but ultimately recorded by Miranda Cosgrove for her 2011 EP High Maintenance; the song's upbeat energy and Cosgrove's music video helped it gain viral traction on platforms like YouTube, exposing Grey's songwriting talents to a broader audience. Seeking a fresh artistic identity amid her evolving style, Brook rebranded as Skylar Grey in early 2011, drawing inspiration from her affinity for the color gray—symbolizing spiritual depth and the embrace of life's unknowns—while aiming to distance herself from past label constraints and folk-oriented projects. The name change facilitated her pivot toward a more versatile, genre-blending approach, incorporating hip-hop production with introspective pop lyrics. This period also saw Grey contributing to other songwriting efforts, building on her earlier credits like those for , as she positioned herself as a sought-after collaborator in the pop and hip-hop scenes. Under her new moniker and signed to Alex da Kid's label (an Interscope imprint), Grey released her debut single "Invisible" in September 2011, a haunting track featuring minimalist beats and soaring vocals that highlighted her transition to electronic-infused pop. She followed this with the EP The Buried Sessions of Skylar Grey in January 2012, comprising demo versions of unreleased material that showcased raw, hip-hop-tinged arrangements and emotional depth, further establishing her as an innovative voice bridging indie introspection with mainstream appeal.

2012–2014: Don't Look Down album and high-profile songwriting

In early 2012, Skylar Grey solidified her position in the music industry through her signing to , a label imprint founded by producer and distributed by , where she became the inaugural artist. This partnership built on her prior collaborations and enabled the development of her debut album under the Skylar Grey moniker. The album, titled Don't Look Down, was released on July 9, 2013, via /, featuring a blend of pop, hip-hop, and electronic elements produced by collaborators including , , and others. The album showcased Grey's songwriting versatility with standout tracks such as "Final Warning," a brooding released in May 2013 that highlighted her introspective lyrics over atmospheric production, and "C'mon Let Me Ride," featuring , which sampled Eminem's earlier work and peaked at number 13 on the chart. Other notable songs included "Back from the Dead" with and , emphasizing Grey's rising connections in hip-hop. Don't Look Down debuted at number 8 on the , selling 24,000 copies in its first week, marking a commercial breakthrough and establishing Grey as a solo artist capable of crossing boundaries. Promotion involved music videos for key singles and media appearances, amplifying her visibility in pop and rap circles. During this period, Grey's songwriting gained significant recognition for its contributions to major hip-hop and pop releases, including her co-writing of 's "Love the Way You Lie" (featuring ) from 2010, which continued to dominate charts and earned an 11x multi-Platinum certification from the RIAA by 2014 for over 11 million units sold in the U.S. She also co-wrote and provided vocals for Dr. Dre's "" (featuring ), released in 2011 but achieving peak impact through ongoing airplay and sales, reaching Platinum status from the RIAA in October 2011 for one million units. These credits, alongside her in 's "" (which she co-wrote and hit number 5 on the ), elevated her profile, leading to invitations for high-profile features and cementing her role as a sought-after collaborator in hip-hop and pop. To support Don't Look Down, Grey embarked on an extensive summer U.S. tour in 2013, performing tracks from the album alongside earlier hits at venues across , which helped build fan engagement and live momentum. She also made festival and event appearances, including a performance at Park City Live during the alongside , further promoting her crossover appeal in electronic and pop scenes. These efforts underscored her transition from behind-the-scenes songwriter to a prominent live performer during this formative phase.

2015–2017: Natural Causes release and soundtrack contributions

Following the release of her 2013 album Don't Look Down, Skylar Grey shifted toward a more introspective and self-produced project with Natural Causes, her third studio album, issued on September 23, 2016, via and . The record represented a stylistic pivot, incorporating elements and harmonies alongside rap-influenced beats and rhythms, evoking a hazy, atmospheric vibe that contrasted her earlier pop-oriented work. Grey handled production entirely on her own in a bedroom studio setup, performing as a on while arranging strings and electronic beats to create intimate, layered soundscapes. Standout tracks like "" highlighted this evolution, with Grey's breathy vocals delivering themes of resilience and emotional fragility over sparse, organic instrumentation. During this period, Grey expanded her presence in film soundtracks, contributing original material that aligned with her emerging acoustic leanings. In 2015, she released "I Know You" for the Fifty Shades of Grey soundtrack, a haunting ballad featuring her signature piano-driven arrangement and vulnerable lyrics exploring desire and introspection. The following year, she provided "Wreak Havoc" for the Suicide Squad soundtrack, a darker, beat-heavy track co-written and performed with electronic influences that showcased her versatility in blending pop with cinematic intensity. These contributions built on her prior songwriting experience, allowing her to infuse personal narratives into high-profile projects without relying on major-label pop constraints. Natural Causes earned critical acclaim for its raw emotional honesty and Grey's artistic growth, with reviewers praising the album's vulnerability and experimental edge as a "veritable masterpiece" that captured her authentic voice. Outlets highlighted tracks like "Lemonade" for their innovative fusion of trap beats and acoustic strums, noting how the production emphasized Grey's soulful delivery over polished commercial appeal. Despite this positive reception, the album saw limited commercial traction, failing to crack major charts but fostering steady growth in her core fanbase through streaming and live performances. Elements of and chill aesthetics in the record's ambient textures signaled Grey's early forays into relaxed, mood-driven genres, laying groundwork for future explorations.

2018–2021: Independent releases, self-titled album, and personal transitions

In 2018, Skylar Grey began transitioning to more independent work with the release of the single "Stand By Me," a cover of the Ben E. King classic featured in a commercial. Later that year, she issued "Everything I Need," a reflective track marking her growing creative autonomy outside major label structures. These releases showcased her evolving artistry, emphasizing emotional depth and amid a period of professional experimentation. By October 18, 2019, Grey fully embraced independence with the EP Angel with Tattoos, a five-track project self-released via digital platforms, including "Shame on You," "," "She Still Matters," the title track, and "Do You Remember." Described by Grey as the start of an open-ended exploring complex human experiences, the EP delves into themes of resilience, forbidden , and , challenging binary views of character through personal narratives drawn from her life. In interviews, she highlighted its role in redefining album formats, allowing ongoing additions to reflect her artistic growth. The momentum continued into 2020 with the November 6 release of the independent EP Make It Through the Day, another five-song effort produced in collaboration with Elliott Taylor, featuring tracks like the title song, "," "Fucking Crazy," a cover of Travis Scott's "," and "Dark Thoughts." Grey framed the project as an outlet for navigating personal and global challenges, including the emotional strain of the , with lyrics emphasizing perseverance and raw vulnerability. The EP's introspective tone underscored her commitment to unfiltered expression, free from commercial constraints. In 2021, Grey's intersected profoundly with her career when she finalized her from Todd Mandel, a process initiated in 2017 that culminated in a settlement requiring her to sell her —including rights to hits like ""—to cover legal fees. She described the ordeal as emotionally taxing, evoking sadness over losing ties to her past work, yet ultimately liberating, as it freed her to focus on new creations without lingering obligations. This upheaval influenced her output, including the July single "Last One Standing" (featuring , , and ) for the Venom: Let There Be Carnage soundtrack, which debuted at number 78 on the —her first chart entry as a lead artist—and highlighted themes of survival amid chaos. That same year, on January 16, Grey teased her upcoming self-titled studio album via , signaling a pivotal artistic reset.

2022–2025: Re-recordings, Lofi Chill Vibes, and Angel with Tattoos completion

In , Skylar Grey sold her song catalog, including rights to hits like "," to fund her divorce settlement, prompting her to pursue re-recordings of her earlier work to regain creative control. On April 28, 2022, Grey released her self-titled studio independently, comprising 11 tracks including "Runaway," "Partly Cloudy With a Chance of Tears," "Falling Apart," "Vampire at the ," and "." Largely self-produced, the album captured a raw alt-pop sound reflective of her inner turmoil. Grey characterized it as a "transformative journey" filled with sad, purpose-seeking songs born from the divorce's emotional toll, marking a period of rebirth where personal transitions directly shaped her most authentic work to date. Following this, Grey announced in January 2023 plans to re-record selections from her back catalog, including tracks from her 2006 debut album Like Blood Like Honey as Holly Brook, to release independently and bypass the sold masters. This initiative materialized through the Lofi Chill Vibes with Skylar Grey project, which began with an initial 15-track release on June 10, 2023, in collaboration with producer Lonelyboy, featuring lo-fi reinterpretations of her past hits such as "Glorious," "Last One Standing," "I Need a Doctor," and "Coming Home." The album embraced a chillwave aesthetic, blending relaxed beats, ambient textures, and Grey's signature emotive vocals to create a laid-back, introspective vibe distinct from the originals. A deluxe edition expanded to 21 tracks on August 11, 2023, adding more reworks like "Stand By Me" and "Wires," and the project continued evolving through 2024 with sporadic streaming updates and fan-driven playlists, achieving notable success on platforms like Spotify where individual tracks garnered millions of streams collectively. Shifting focus to new material, Grey completed her long-gestating Angel with Tattoos album as a solo production effort, releasing the full 10-track project on October 24, 2025, via EMPIRE Distribution; it expanded her 2019 EP of the same name into a cohesive folk-rock exploration of vulnerability and redemption, featuring new songs like "Sober (You Make Me Wanna Be)," "Glorious, Part II," and "Walk on Water, Part II" alongside originals such as "Shame on You," "Ain't Nobody," and "She Still Matters." The album's promotion unfolded chaotically through Grey's social media, with impromptu teasers, behind-the-scenes clips, and direct fan interactions on Instagram and YouTube that built anticipation amid her independent workflow. In 2025, Grey returned to live performances, highlighted by a collaboration with at the on November 8 as part of the "Day of the Deadmau5" event, which was live-streamed to fans via from 8:00 p.m. to 10:30 p.m. MT. She has expressed intentions for further collaborations and standalone singles in the coming years, signaling ongoing artistic momentum.

Artistry

Musical style and influences

Skylar Grey's musical style is characterized by her ethereal vocals and piano-driven melodies, which form the foundation of her songwriting across various phases of her career. As Holly Brook, her early work emphasized acoustic folk elements, drawing from intimate, stripped-down arrangements that highlighted vulnerability in personal narratives. This evolved into a more electronic pop sound under the Skylar Grey moniker, incorporating layered production and genre-blending elements such as hip-hop beats fused with harmonies, as heard in tracks like "Picture Perfect" from her 2016 album Natural Causes. Her recent ventures into ambient lo-fi, exemplified by the 2023 release Lofi Chill Vibes with Skylar Grey, reflect a return to mellow, introspective atmospheres with subtle electronic textures and relaxed tempos. Her influences span a diverse range of artists, including , , and , which have shaped her shift from folk introspection to broader pop and hip-hop integrations. Grey has cited 's emotive depth and 's atmospheric vibes as key inspirations during her formative years, alongside exposure to folk and through her mother's teachings on instruments like guitar and lap dulcimer. Collaborations with , such as co-writing "," introduced her to hip-hop production dynamics, influencing her adoption of rap-influenced rhythms while retaining her folk roots. Although formal classical training is not extensively documented, her proficiency—evident in self-described returns to "-driven " roots—impacts her structured, melodic compositions. In production, Grey's multi-instrumentalism allows her to contribute actively to arrangements, often collaborating with producers like , with whom she worked on albums including Don't Look Down (2013) and later works. This hands-on approach enables thematic explorations of vulnerability and empowerment, as seen in songs like "Moving Mountains," which blend personal ambition with nature-inspired introspection. Critics frequently describe her sound as "haunting" and "introspective," praising the spectral quality of her vocals and the emotional charge in her gracefully melodic tracks.

Stage name and artistic evolution

In 2010, Holly Brook Hafermann adopted the stage name Skylar Grey as a means of artistic reinvention following difficulties with her previous , which had released her debut Like Blood Like Honey in 2006 but provided limited marketing support, leading to its commercial underperformance and her eventual departure from the deal. The name "Grey" reflected her favorite color and held deeper spiritual significance, symbolizing the unknown possibilities in life, while "Skylar" was chosen for its phonetic appeal when paired with it, as suggested by her manager to create a fuller . This change marked a symbolic rebirth, allowing her to distance herself from the folk-oriented, introspective identity associated with Holly Brook and emerge with a fresh start amid ongoing career challenges. The evolution from Holly Brook to Skylar Grey encompassed notable shifts in public persona, transitioning from a vulnerable, acoustic-driven folk to a more confident figure blending pop, hip-hop, and electronic elements in her collaborations and solo work. This reinvention was visually reinforced through album artwork and that projected and edge, such as the bold, cinematic aesthetics in her promotional materials compared to the softer, of her earlier releases. These changes highlighted a broader artistic maturation, influenced by her genre-spanning songwriting for artists like and , fostering a multifaceted identity that emphasized resilience and versatility. Between 2023 and 2025, Grey undertook a re-recording of her major hits, including tracks like "," to regain creative and financial control after selling her original catalog in to cover legal fees from a contentious . This initiative, announced as a collection of re-recorded versions, allowed her to own the outright, representing a deliberate reclamation of her artistic legacy amid personal and professional transitions. To foster direct engagement with supporters, Grey established the "Darklings Only" fan community in 2025, providing exclusive updates on releases, collaborations, and behind-the-scenes content through a dedicated channel.

Personal life

Family background and early influences

Skylar Grey, born Holly Brook Hafermann on February 23, 1986, grew up in the rural village of , a small community nestled amid woodlands and bluffs that shaped her early connection to . The tiny town, lacking even a stoplight, provided a serene, blue-collar backdrop for her childhood, where she often drew inspiration from the surrounding . This woodland environment fostered a deep appreciation for and the outdoors, influences she later described as nostalgic reminders of her uncorrupted youthful dreams. She was raised by her mother, Candace Kreitlow, a Celtic harpist, and her father, Gene Roger Hafermann, who sang in a , in a household immersed in musical traditions. Grey has an older sister, Tiffany Hafermann, who shared in family activities and later reflected on her sibling's curious and stubborn personality during their youth. Public details about remain limited. Grey attended local schools and left high school at age 17.

Marriage, divorce, and financial decisions

Skylar Grey, born Holly Brook Hafermann, was married to Todd Jeremy Mandel, her former manager, in a private ceremony prior to 2017; the couple shared a professional bond through music, as Mandel managed her career during her rise as a songwriter. Grey filed for divorce from Mandel in 2017 amid allegations of stalking and harassment, securing a temporary restraining order that required him to stay at least 100 yards away from her, her then-boyfriend Elliott Taylor, and her assistant; the proceedings were marked by significant emotional and financial strain due to career-related conflicts and an additional lawsuit. The divorce was finalized in 2021 following a contentious settlement that included asset division, with Grey describing the process as "wrecking" her both emotionally and financially. To cover the substantial legal fees and settlement costs from the divorce, Grey sold the rights to her entire in , relinquishing ownership of hits she co-wrote such as and Rihanna's "Love the Way You Lie" and Dr. Dre's "I Need a Doctor"; she has expressed profound emotional distress over the decision, noting in interviews that it felt like losing a part of herself, though much of the proceeds went toward taxes and the settlement rather than personal gain. Following the , Grey emphasized her newfound and in subsequent interviews, highlighting a shift toward managing her autonomously and producing music without external oversight, which she credited with fostering personal empowerment after years of relational and legal turmoil. This period of transition influenced her 2023 announcement to re-record portions of her back catalog to regain creative control.

Discography

Studio albums

Skylar Grey, formerly known as Holly Brook, released her debut studio album on May 23, 2006 (digital), June 6, 2006 (physical), through . The folk-influenced project features 11 tracks, including the single "," and drew from her experiences growing up in a musical family in . It achieved modest commercial success and received praise for its introspective lyrics and acoustic arrangements. It peaked at number 26 on Billboard's Heatseekers Albums chart. Following her transition to the stage name Skylar Grey and a focus on pop and electronic elements, she issued her second studio album Don't Look Down on July 9, 2013, via /. Produced by , , and others, the album incorporates electronic beats and vocal manipulations, peaking at number 8 on the US Billboard 200 chart. Tracks like "Dance Without You" and "Final Warning" highlighted her shift toward mainstream appeal, though it faced mixed reviews for its polished production. In a return to more stripped-down sounds, Grey self-released her third studio album Natural Causes on June 17, 2016, independently through her own label. The indie acoustic effort, featuring 11 tracks such as "I Know You" and "Move," emphasized raw emotional storytelling and guitar-driven melodies, earning positive for its authenticity and vulnerability. It performed well in digital sales and streaming, underscoring her growing fanbase outside major label support. Grey's self-titled fourth studio album, Skylar Grey, arrived on April 28, 2022, as an independent release with a lo-fi pop aesthetic tailored for streaming platforms. Comprising 13 tracks including "Real World" and "Everything I Ain't," the project explores themes of resilience and self-discovery with minimalist production and subtle electronic touches. It garnered attention for its DIY ethos and charted modestly on Spotify's global playlists, reflecting her adaptation to the digital music landscape. Her fifth studio album, Angel with Tattoos, was released on October 24, 2025, marking a pivotal culmination of her career with 10 tracks blending pop, folk, and experimental elements. Produced amid personal challenges, it features singles like "Wings" and "Broken Halo," and underwent a chaotic promotional rollout involving surprise drops and teasers. The album received acclaim for its bold artistic risks and emotional depth.

Extended plays and singles

Skylar Grey, under her former stage name Holly Brook, debuted with The Holly Brook EP in 2005, a five-track release that showcased her early style influenced by folk and piano-driven ballads. This EP included songs like "" and "Giving It Up for You," marking her initial foray into before signing major label deals. Following this, in 2010, she released O'Dark:Thirty, another EP comprising seven tracks such as "" and "Haunted," which served as her final project under the Holly Brook moniker and reflected a shift toward more introspective pop elements. Transitioning to the Skylar Grey name in 2011, she issued The Buried Sessions of Skylar Grey in early 2012, an EP featuring three demo and alternate versions of tracks like "Invisible" and "Dance Without You," highlighting unfinished material from her early career collaborations. In 2019, Grey independently released Angel with Tattoos, a five-track EP that acted as a teaser for her forthcoming full-length album of the same name, including songs such as "Shame on You," "Ain't Nobody," and the title track, which explored themes of personal redemption and resilience. The EP received positive reception for its raw emotional depth and production, though it did not chart prominently on major Billboard lists.
Extended PlayRelease YearTracksLabel
The Holly Brook EP (as Holly Brook)20055Independent
O'Dark:Thirty (as Holly Brook)20107Independent
The Buried Sessions of Skylar Grey20123Interscope
Angel with Tattoos20195Self-released
Grey's standalone singles have often served as previews for albums or independent ventures, with notable entries including "Dance Without You" in 2011, which earned moderate airplay success. Another key release, "C'mon Let Me Ride" featuring in 2012, reached number 21 on the US chart, blending hip-hop influences with her signature vocals. In 2025, she dropped "Sober (You Make Me Wanna Be)," a poignant track co-written with Jimmy Robbins and , which debuted on streaming platforms and garnered attention for its introspective lyrics on sobriety and relationships, though specific chart data remains emerging as of late 2025. Among her co-written singles, "Love the Way You Lie" ( featuring , 2010) achieved Diamond certification (10 million units) from the RIAA, underscoring Grey's songwriting impact despite not performing on the original track. From 2023 to 2025, Grey focused on re-recordings to reclaim ownership of her catalog amid personal and financial transitions, including an updated version of her demo for "" released as "Love the Way You Lie Part III" in February 2023, which peaked at number 45 on the US Digital Song Sales chart and emphasized her original vocal contributions. This period also saw re-recorded elements integrated into her expanded Angel with Tattoos project, completed in 2025, allowing her to revisit and refresh earlier works without relying on prior label versions.

Filmography

Film roles and soundtracks

Skylar Grey has made notable contributions to film soundtracks, often providing original songs that align with cinematic themes of emotion and intensity. Her track "Dance Without You (Ricky Luna Remix)" was featured on the soundtrack for the 2012 dance film , enhancing key dance sequences with its rhythmic energy. In 2013, she contributed the exclusive song "Slowly Freaking Out" to the soundtrack of The Host, a adaptation, where it underscored themes of isolation and introspection. Grey's involvement expanded in the mid-2010s with high-profile action and drama films. For the 2015 thriller Fifty Shades of Grey, she co-wrote and performed "I Know You," a haunting ballad that captured the film's sensual undertones. That same year, "I Will Return" appeared on the Furious 7 soundtrack, complementing the film's high-stakes chases with its anthemic build. In 2016, she provided the track "Wreak Havoc" for the DC Comics film Suicide Squad, which served as an end-credits song emphasizing chaos and rebellion. Subsequent contributions included "Everything I Need" for the 2018 DC film Aquaman, where it played during pivotal underwater scenes. Grey also co-wrote "Hero" with Kid Cudi for the 2014 racing film Need for Speed, blending hip-hop and electronic elements to heighten the adrenaline of street races. In the superhero space, she penned and performed "Last One Standing" featuring Eminem, Polo G, and Mozzy for the 2021 film Venom: Let There Be Carnage, tying into the Marvel universe with its aggressive, survivalist lyrics. Additionally, in 2022, she collaborated with deadmau5 on "My Heart Has Teeth" for the Netflix series Resident Evil, though primarily a TV project, it echoed her film work in horror-tinged soundscapes. No additional soundtrack contributions from 2023 to 2025 have been reported as of November 2025. Regarding acting, Grey has appeared in minor cameos and short films rather than lead roles. She featured in the 2016 short The Classiest President, a comedic sketch, and provided supporting roles in the family-oriented shorts KidFactor (2016) and Foster Home (2017). These appearances highlight her occasional forays into on-screen work, often tied to her musical persona, but she has no credited voice roles in major animated features.

Television and web appearances

Skylar Grey has made several notable television appearances, primarily as a musical performer promoting her collaborations and solo work. In 2011, she performed "Coming Home" alongside Diddy-Dirty Money on American Idol during the live results show, marking an early high-profile broadcast showcase for her vocal style and songwriting contributions. She returned to late-night television in 2014, joining Nicki Minaj to perform "Bed of Lies" on The Tonight Show Starring Jimmy Fallon, where Grey handled piano duties and the haunting chorus that defined the track. In 2017, she collaborated with Macklemore on the same program to debut "Glorious," delivering an uplifting live rendition that earned a standing ovation and highlighted her role in blending pop and hip-hop elements. These spots underscored her versatility as a live performer in mainstream broadcast settings. On the web, Grey has actively engaged fans through digital platforms, sharing covers and original content that reflect her evolving artistry. Her YouTube channel features acoustic covers such as "Stand By Me" in 2018, which garnered millions of views for its stripped-down emotional delivery, and a 2020 rendition of Travis Scott's "" that showcased her interpretive range. By 2025, she expanded into with short-form videos teasing re-recordings of her catalog, including live snippets of tracks like "Walk On Water Part 2", fostering direct interaction with her audience amid her endeavors. Additionally, Grey launched the "Darklings Only" exclusive community on and in 2025, posting behind-the-scenes videos, unreleased rehearsals, and fan-only lyric visuals to build a dedicated space for her supporters, often previewing new material like "Glorious, Part II." In podcast interviews during 2025, Grey discussed her path to artistic independence, reflecting on past challenges including her and the subsequent sale of her catalog, framing these experiences as catalysts for creative control and re-recording initiatives. These conversations emphasized her resilience, positioning web and audio media as key outlets for authentic storytelling beyond traditional TV formats.

Tours and live performances

Headlining and promotional tours

Skylar Grey embarked on her Don't Look Down Tour in the summer of 2013 to promote her major-label debut of the same name. The tour featured a series of intimate U.S. club performances, including stops at World Cafe Live in on July 10, Schubas in on July 21, Vinyl at Center Stage in on July 23, and Bootleg Theater in [Los Angeles](/page/Los Angeles) on July 25. These shows highlighted tracks like "Dance Without You" and "C'mon Let Me Ride" in close-knit settings, allowing Grey to build direct connections with audiences during her transition to a pop-oriented stage . Following the release of her third studio album, Natural Causes, Grey announced a 12-city headlining tour in August 2016, kicking off on September 23 in at The Lodge at the Regency Center and concluding in her home state of . Billed as an "Off Road" adventure, the fall run traversed the West Coast and Midwest, with performances at mid-sized venues such as The Troubadour in , Music Hall of Williamsburg in New York, and Lincoln Hall in . The tour emphasized fan engagement through acoustic-leaning sets of album cuts like "Lemonade" and "Moving Mountains," fostering an intimate atmosphere amid Grey's exploration of personal themes. The Natural Causes outing extended into 2017 with additional dates. Overall, these efforts marked Grey's shift toward independent artistry, prioritizing stripped-back performances over large-scale productions.

Notable collaborations and one-off shows

Skylar Grey has participated in several high-profile festival appearances, showcasing her vocal talents alongside established artists. In 2014, she performed at during the festival's 20th anniversary in 's Grant Park, where she discussed her evolving career in a backstage interview with the Recording Academy Chicago Chapter. Following the release of "Love the Way You Lie" in 2010, Grey supported Eminem at various live events, marking her transition from studio collaborator to onstage partner. A standout one-off was her performance at the 53rd Annual Grammy Awards in 2011, where she joined Eminem, Rihanna, and Dr. Dre for a medley featuring "Love the Way You Lie" and "I Need a Doctor," highlighting her contributions to hip-hop anthems. This event underscored her role in bridging pop and rap genres live. She later reunited with Eminem at the 2018 Coachella Valley Music and Arts Festival, performing hits like "Walk on Water," "Stan," and "Love the Way You Lie" during his headlining set. Grey also opened for Eminem on select dates of his 2019 Rapture Tour, including a show in Wellington, New Zealand, where she delivered "The Monster" alongside him. In 2024, Grey performed at the F1 After Race Concerts on October 18-20 in , as part of a lineup featuring and Sting. In recent years, Grey has engaged in special events beyond standard tours, including a collaboration with electronic producer at on November 8, 2025 (the second night of the "Day of the Deadmau5" residency), where she joined for a performance of "My Heart Has Teeth," live-streamed that evening. These appearances emphasize her versatility in electronic and dance contexts.

Awards and nominations

Grammy Awards

Skylar Grey has received five Grammy Award nominations, all recognizing her songwriting contributions to prominent rap collaborations, though she has yet to win. These nominations highlight her role in crafting hooks and lyrics for major hits in the early 2010s. Her first nominations came at the 53rd Annual Grammy Awards in 2011 for the track "Love the Way You Lie," a collaboration between Eminem and Rihanna from Eminem's album Recovery, on which Grey co-wrote the song and provided the vocal hook. She was nominated for Song of the Year, which honors outstanding songwriting achievement regardless of genre; Best Rap Song, awarded to the songwriters of the best rap composition; and Best Rap/Sung Collaboration, recognizing the best performance blending rap and singing. The song's emotional depth and commercial success, including topping the Billboard Hot 100 for seven weeks, underscored Grey's impact as a songwriter bridging pop and hip-hop elements. At the in 2012, Grey earned two additional nominations for the single "" featuring (later included on Dre's 2015 album Compton), where she co-wrote and sang the chorus. The song received nods in Best Rap Song and Best Rap/Sung Collaboration, categories that celebrated its introspective and powerful production amid the artists' long-awaited reunion. These honors further affirmed Grey's for elevating rap narratives through melodic songwriting, even as she remained behind-the-scenes on these projects. As of the 68th Annual nominations announced in November 2025, Grey has no further nominations, though tracks from her 2024 album Angel with Tattoos, such as those featuring rap influences, were eligible in categories like Best Rap Song and Song of the Year. Her Grammy recognition continues to spotlight her enduring influence in the genre.
YearCategoryWorkResult
2011 (53rd)Song of the Year"Love the Way You Lie" ( feat. )Nominated
2011 (53rd)Best Rap Song"Love the Way You Lie" ( feat. )Nominated
2011 (53rd)Best Rap/Sung Collaboration"Love the Way You Lie" ( feat. )Nominated
2012 (54th)Best Rap Song"I Need a Doctor" ( feat. & Skylar Grey)Nominated
2012 (54th)Best Rap/Sung Collaboration"I Need a Doctor" ( feat. & Skylar Grey)Nominated

Other music awards and certifications

Skylar Grey has earned recognition through various music awards and certifications for her songwriting contributions and lead work, particularly on high-impact collaborations. Grey's early collaboration "Where'd You Go" with (where she provided vocals as Holly Brook) won the Video Music Award for Ringtone of the Year in 2006. The track "," co-written by Grey for featuring , won the Teen Choice Award for Choice Music: Rap/Hip-Hop Track in 2010. The song's accompanying , directed by Joseph Kahn, achieved Certified status in 2011 after surpassing 100 million views and reached 3 billion views on in July 2025. It was certified by the RIAA in 2018 for 10 million units sold or streamed in the United States, and by 2024 had been updated to 13x Platinum reflecting continued streaming growth. Grey's collaboration "I Need a Doctor" with and also received Certified recognition, with its music video exceeding 500 million views as of 2025. In 2014, she was named a winner of Variety's in the music category for her rising songwriting and performing profile. As a lead artist, Grey secured her first RIAA Gold certification in 2023 for "Last One Standing" (featuring , , and ) from the Venom: Let There Be Carnage , acknowledging 500,000 units.

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  47. https://www.geo.tv/latest/463915-skylar-grey-will-release-re-records-of-her-hits-in-2023
  48. https://open.spotify.com/album/3r9c1sX2rOOlpawt36N4Lf
  49. https://music.apple.com/us/album/lofi-chill-vibes-with-skylar-grey-deluxe/1702237831
  50. https://www.viberate.com/artist/skylar-grey/
  51. https://open.spotify.com/album/5SYGTA2ZklWpRXeZDsZeTg
  52. https://genius.com/albums/Skylar-grey/Angel-with-tattoos
  53. https://skylargreymusic.com/
  54. https://www.youtube.com/channel/UCRdVg6Xj_Az9YOsqDzLRbtA
  55. https://www.instagram.com/reel/DQuxmfrCWtF/
  56. https://www.instagram.com/p/DQw6_fegZz6/
  57. https://genius.com/albums/Skylar-grey/Skylar-grey
  58. https://www.prnewswire.com/news-releases/skylar-greys-wear-me-out-available-today-from-her-forthcoming-debut-album-dont-look-down-due-july-9-210120771.html
  59. https://atwoodmagazine.com/skylar-grey-feature-2015/
  60. https://first-avenue.com/performer/skylar-grey/
  61. https://singersroom.com/w3/10-best-skylar-grey-of-all-time/
  62. http://www.ifitstooloud.com/2015/04/the-curious-case-of-skylar-greythe.html
  63. https://www.303magazine.com/2014/02/skylar-grey-hidden-voice-comes-life/
  64. https://culturewarreporters.com/2011/07/14/holly-brook-is-skylar-grey/
  65. https://www.facebook.com/SkylarGrey/posts/warning-get-ready-for-the-chaos/1395039758647734/
  66. https://skylargreyepk.com/bio
  67. https://archive.jsonline.com/entertainment/musicandnightlife/pop-singer-skylar-grey-ready-to-soar-with-assist-from-eminem-b9951023z1-215255381.html
  68. https://ethnicelebs.com/skylar-grey
  69. https://people.com/music/skylar-grey-granted-temporary-restraining-order-against-ex-husband/
  70. https://www.whosdatedwho.com/dating/skylar-grey
  71. https://www.rollingstone.com/music/music-news/skylar-grey-song-catalog-sale-divorce-1363615/
  72. https://people.com/music/songwriter-skylar-grey-sold-her-entire-song-catalog-to-pay-for-divorce/
  73. https://www.glamour.com/story/skylar-grey-interview
  74. https://open.spotify.com/album/2z3OtgWQw2z4CU67ou7wpd
  75. https://music.apple.com/us/album/angel-with-tattoos-ep/1779144502
  76. https://music.apple.com/gb/song/sober-you-make-me-wanna-be/1846202346
  77. https://www.riaa.com/gold-platinum/?tab_active=default-award&se=EMINEM#search_section
  78. https://www.youtube.com/watch?v=Oz-NNz6mUgE
  79. https://www.imdb.com/title/tt1800741/soundtrack/
  80. https://www.soundtrackinfo.com/artistsearch/Skylar%2BGrey/
  81. https://www.laondafest.com/artist/skylar-grey/
  82. https://www.billboard.com/music/music-news/skylar-grey-new-material-billboard-hot-100-festival-7480210/
  83. https://www.youtube.com/watch?v=9thM5gLs2tg
  84. https://genius.com/Kid-cudi-and-skylar-grey-hero-lyrics
  85. https://sonys-spider-man-universe.fandom.com/wiki/Skylar_Grey
  86. https://www.netflix.com/tudum/articles/resident-evil-deadmau5-soundtrack-music
  87. https://www.rottentomatoes.com/celebrity/skylar_gray
  88. https://www.prnewswire.com/news-releases/skylar-grey-to-perform-coming-home-on-american-idol-this-week-with-diddy-dirty-money-117682748.html
  89. https://www.youtube.com/watch?v=T2bcUxUOUQg
  90. https://www.youtube.com/watch?v=1GZ6TqKtEac
  91. https://www.setlist.fm/setlist/skylar-grey/2013/world-cafe-live-philadelphia-pa-1bd94de8.html
  92. https://www.setlist.fm/setlist/skylar-grey/2013/vinyl-at-center-stage-atlanta-ga-23c690e3.html
  93. https://www.gettyimages.com/detail/news-photo/recording-artist-skylar-grey-performs-on-stage-during-her-news-photo/174453784
  94. https://news.pollstar.com/2016/08/18/skylar-grey-announces-natural-causes-tour/
  95. https://don411.com/skylar-greys-album-natural-causes-set-to-release-on-sept-23rd-12-city-tour-will-kick-off-same-night/
  96. https://www.youtube.com/watch?v=kIhYrVrWXLs
  97. https://www.youtube.com/watch?v=vJ3px7XAirc
  98. https://www.grammy.com/news/the-grammys-at-lollapalooza-with-my-morning-jacket-skylar-grey
  99. https://rapradar.com/2011/02/13/eminem-rihanna-dr-dre-skylar-grey-grammy-performances/
  100. https://www.noise11.com/news/eminem-with-dr-dre-and-50-cent-setlist-from-coachella-20180417
  101. https://www.youtube.com/watch?v=Mnv1dydHO3Y
  102. https://www.concertarchives.org/bands/skylar-grey
  103. https://www.youtube.com/watch?v=_OWcGyW_Q6E
  104. https://grammy.com/artists/skylar-grey/3651
  105. https://grammy.com/news/blue-skies-ahead-for-skylar-grey
  106. https://variety.com/2010/music/awards/53rd-annual-grammy-nominees-1118028273/
  107. https://grammy.com/videos/skylar-grey
  108. https://www.billboard.com/lists/grammy-nominations-2026-full-list/
  109. https://www.cbsnews.com/news/no-big-winners-at-tame-vmas/
  110. http://www.thefutoncritic.com/news/2010/08/08/winners-of-teen-choice-2010-announced-36916/20100808fox01/
  111. https://www.youtube.com/watch?v=uelHwf8o7_U
  112. https://eminem.news/ltwyl-mv-3b.html
  113. https://www.riaa.com/riaa-names-eminem-first-artist-to-earn-two-digital-diamond-awards/
  114. https://www.billboard.com/music/pop/rihanna-diamonds-riaa-diamond-certification-1235662938/
  115. https://www.youtube.com/watch?v=VA770wpLX-Q
  116. https://variety.com/gallery/varietys-breakthrough-of-the-year-awards-red-carpet/
  117. https://eminem.news/skylar-grey-gold-plaque.html
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