In 2010, Grey co-wrote Eminem and Rihanna's hit single "Love the Way You Lie" alongside Eminem and Alex da Kid, who subsequently signed Grey to his Interscope Records label imprint Kidinakorner. Grey's second album, Don't Look Down, was released under the label in July 2013. The album reached the top 10 in the US and produced four singles. Grey's third studio release, Natural Causes, was issued in September 2016. An eponymous fourth studio album was released in April 2022.
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 American hip hop group Fort Minor's songs, "Where'd You Go" and "Be Somebody". "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. During this time, Grey had landed opening spots for concert tours with Jamie Cullum, k.d. lang, Daniel Powter, Teddy Geiger and Duncan Sheik.
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". 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". 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).
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. 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. The song later received a music video, which was released on July 5. Grey's second single and formerly her second album's title-track, "Invisible", was released to radio on June 16. 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.
On January 20, 2014, Grey released a song titled "Shot Me Down", with David Guetta. 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. In August 2014, Grey appeared on American rapper T.I.'s song "New National Anthem", from his ninth album, Paperwork. In November 2014, Grey featured on Shady XV, a compilation album performed by various artists of Shady Records, on "Twisted" alongside Eminem and Yelawolf. 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.
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.
On May 18, 2015, house producer deadmau5 released a short demo on SoundCloud in collaboration with Kaskade, featuring vocals by Grey, titled "Beneath with Me". On October 6, 2016, a music video for the song was released.
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", and "Lemonade". In the fall of 2016, Grey went on her Natural Causes Tour with morgxn.
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. Grey collaborated with Eminem on his album Revival, co-writing the collaborations "Walk On Water" with Beyonc, "Like Home" with Alicia Keys, "Need Me" with Pink, and "Tragic Endings" with Grey herself.
On January 25, 2018, Grey released a cover of Ben E. King's "Stand by Me", which was featured in a Budweiser Super Bowl LII commercial. A portion of the proceeds from the song went to the American Red Cross to benefit those affected by natural disasters. A music video was released on February 2, 2018.
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 Beyonc, on the album. Later that year, Grey co-wrote and performed the single "Everything I Need", for James Wan's superhero blockbuster film Aquaman.
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. The video was later nominated for a VMA.
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". 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.
In 2019, Grey and her fianc 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.
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.
On July 14, 2020, Grey revealed her then-upcoming album title, Dark Thoughts. The project was preceded by the singles "Dark Thoughts", a cover of "Goosebumps", and "Sunscreen". The project was eventually scrapped as Grey announced she started working on a new album via various social platforms on January 16, 2021. Some singles released in 2020 were compiled as part of Make It Through The Day - EP, released on November 6, 2020.
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.
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." 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."
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. Grey is currently engaged to Taylor.
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