scorecardRANKED: The 10 biggest record deals of all time
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RANKED: The 10 biggest record deals of all time

10. Prince - $100 million (1992)

RANKED: The 10 biggest record deals of all time

9. Whitney Houston - $100 million (2001)

9. Whitney Houston - $100 million (2001)

Houston signed the biggest deal in the history of label Arista at the time, with a multi-album contract. Sadly, this would be the start of a downward spiral for the artist, who only managed to release three more albums before she died in 2012.

8. Madonna - $120 million (2012)

8. Madonna - $120 million (2012)

Similar to its deal with Jay Z, Live Nation in its "360 deal" paid for not just Madonna's future albums, which continue to sell, but also for rights to promoting her high-ticket (though no doubt expensive) world tours.

7. Robbie Williams - $125 million (2002)

7. Robbie Williams - $125 million (2002)

The second-largest deal for a British artist goes to Robbie Williams. Though he might not seem so relevant now, he was a certified heartthrob back at the turn of the millennium who had a golden touch when it came to selling records. After he signed the deal, EMI got his biggest international hit to date, "Feel."

6. Adele - $130 million (2016)

6. Adele - $130 million (2016)

Assuming her deal goes through, Adele will have the largest recording deal for a Brit and for a woman. After breaking every record in sight with sales of her last album, "25," and given her cross-generational appeal, we'd say she deserves it.

5. Bruce Springsteen - $150 million (2005)

5. Bruce Springsteen - $150 million (2005)

Several decades into his career, The Boss and his E Street Band are still able to reach the top of Billboard's albums chart, which is good news for Columbia, which gave them a blockbuster-sized deal for recordings a little over a decade ago.

4. Jay Z - $150 million (2008)

4. Jay Z - $150 million (2008)

Live Nation grabbed the biggest name in rap at the time for a hefty sum, but it wasn't just for his albums. The company gets a stake in his investments and acquisitions, publishing rights, and money from his highly lucrative tours.

3. Lil Wayne - $150 million (2012)

3. Lil Wayne - $150 million (2012)

Cash Money rolled out the red carpet for Lil Wayne several years ago to keep the hip-hop star on its roster. But despite Wayne's influence and his ability to bring in other hot commodities, like Drake and Nicki Minaj, the rapper is feuding with label head Birdman, saying Cash Money refuses to release the long-delayed "Tha Carer V."

2. U2 - $200 million (1993)

2. U2 - $200 million (1993)

The self-proclaimed "biggest band in the world" really was that, at least for a time. Following hte massive success of "The Joshua Tree" and "Achtung Baby," Polydor signed the band for a massive sum even by today's standards.

1. Michael Jackson - $250 million (2010)

1. Michael Jackson - $250 million (2010)

The deal was actually signed after Jackson's death, but his estate's contract with Sony Music gives the label rights to his indisputable catalogue, including reissues, as well as any posthumous new releases, like 2014's "Xscape," which managed to land at No. 2 on the US charts.

Sources: NME, Music Times

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