Gupta must also endlessly prove himself to critics and customers with each new artist and show.
Bon Iver wins best new artist and Justin Vernon gives a speech basically denouncing the Grammys.
Perhaps the surest bet is Justin Bieber for Best New Artist, a five-to-two favorite.
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Fun won Best New Artist and Song of the Year, edging out the Lumineers and a tune by Mr. Sheeran.
"I didn't think we were going to win this one, " lead singer Nate Ruess said after the best new artist win.
Duo Florida Georgia Line picked up two awards, new vocal duo or group of the year and new artist of the year.
In 1998, the 19-year-old established herself as a bold new artist with the release of her debut album, Turn the Heat Up!
Hayes began an incredible run on the awards show circuit with a nomination for best new artist at the ACMs last year.
Those three acts will now compete for new artist of the year.
Along with naming nominees in a series of videos online Wednesday morning, the academy also awarded trophies in the three new artist categories.
It used to be that winning a Grammy was one of the best way for a new artist to enter into the public imagination.
But it's worth noting that Alabama Shakes was considered SXSW's musical breakout last year, just months before the group won the Best New Artist Grammy.
Over time Swatch itself has been lifted upward by its own success with new artist designed limited-edition pieces created by noted artists like Keith Haring.
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Fun's anthem We Are Young, featuring Janelle Monae, was named song of the year, with the New York band going on to win the best new artist prize.
In 1989, Milli Vanilli, winners of best new artist, performed live.
Shelby Lynne's album I Am Shelby Lynne helped win her a Grammy for Best New Artist in 2001, but it was actually her sixth full-length record.
Former X Factor contestants One Direction rounded off a successful year of US invasion after being named top new artist and Maroon 5 were top group.
Jazz bassist Esperanza Spalding upset boy wonder Justin Bieber for Best New Artist (according to pre-ceremony Vegas odds, Spalding was the longest shot to win).
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Justin Bieber may have lost out at the Grammys for Best New Artist and Best Pop Album but he beat (almost) all comers at the box office.
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Esperanza Spalding, the bass-playing jazz singer whose best new artist win upset Justin Bieber fans two years ago, was present to win two more Grammys in the pre-telecast.
Drake, whom Spalding also beat two years ago for best new artist, may now wish he had been there because the rapper was awarded his first Grammy after 13 nominations.
Other winners at the ceremony, hosted by Russell Brand, included Lady Gaga for best new artist, whose live performance culminated in her pretending to stab herself and swinging from the ceiling.
Fun. took home major awards best new artist, in something of an upset over Frank Ocean, and song of the year for the transcendent anthem "We Are Young, " featuring Janelle Monae.
Jay-Z and Kanye West had three wins sharing one award with Ocean along with Skrillex, and a slew of nominees had two wins apiece, including former best new artist winner Esperanza Spalding.
That album generated three Top 20 hits and helped Hornsby win the Best New Artist Grammy, and it laid the groundwork for a wildly diverse career encompassing jazz, pop, classical, bluegrass, folk, rock and Vaudeville.
He won the Country Music Association's best new artist in November, was tied with Swift as the top-nominated country artist at Sunday's Grammy Awards, where he performed, and now takes center stage in Las Vegas.
But the members of the Recording Academy, who vote on the Grammys, have made some stunningly questionable decisions over the years and not just the notorious Best New Artist Grammy they gave to the lip-sync act Milli Vanilli.
He appeared uninvited onstage at the 2006 MTV Europe Music Awards, walked out of the 2004 American Music Awards after losing in the Best New Artist category and reportedly threw a backstage tantrum at the 2007 VMAs because he did not perform on the main stage.
While the categories honored at the VMAs still include video of the year, best new artist, best video in the hip-hop, pop or rock genres and many others, the award show has become a celebration of the MTV family of programming and of the youth that it entertains.
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