Long before the Latin conquest of the pop charts in the late ‘90s, Gloria Estefan broke down barriers with her own brand of crossover confections. After leading Miami Sound Machine since 1977, the Cuban singer/songwriter/actress launched her meteoric solo career with 1987's explosive Let It Loose. For much of the next two decades, she dominated the singles charts with steamy grooves and contemplative ballads sung in English, but never strayed from her roots. A simultaneous stream of Spanish albums helped bolster her worldwide sales tally to well over 100 million titles.