Mariah Carey
While working as a coat-checker in 1988, Mariah Carey and her five-octave range met Sony Music mogul Tommy Mottola, who signed her and oversaw the making of her 1990 self-titled debut with its four No. 1s. The 1991 Best New Artist iGrammy winner followed up with a platinum 1992 Unplugged album. Her 1993 wedding to Mottola was a $500,000 "Vision Of Love." Carey would go on to sell more than 200 million records, release the best-selling holiday album of all time, top charts with "Fantasy," "Dream Lover," Honey," "Heartbreaker" and "Butterfly," receive Billboard's Artist of The Decade Award and three more