Enrique Iglesias

In many ways, you could consider this Madrid transplant a Latin pop pioneer. He was one of the first Spanish-language artists to play for arena-sized audiences in the United States (a feat accomplished during his 1997 Vivir tour) without the support of a crossover hit. In addition to that, his 2002 video for "Quizás" was the first Spanish-language tune played on MTV's Total Request Live, to say nothing of being performed on The Tonight Show With Jay Leno. This opened the doors for Latin artists like Juanés, Shakira, and Uruguay's Jorge Drexler to have their non-English material promoted on major TV networks. At 33 years of age, Iglesias has comfortably settled into superstar status. As a songwriter, he has successfully placed tunes in the hands of Clay Aiken, Melanie C., and others, and played small roles on TV and in movies. One of Iglesias' greatest qualities is his ability not to take himself too seriously. Just see the TV show How I Met Your Mother, in which he appears as a massage therapist named Gael, who just happens (wink, wink) to be an Iglesias lookalike. On his current tour, he is plugging two separate compilations of his Spanish and English hits (the latter slated for release later this year); predictably, they include several previously unreleased songs.