On a wintery night at Toronto’s plush Koerner Hall, inside the city’s stately Royal Conservatory of Music, two generations of calypso stars are busy heating up the audience. Onstage in the foreground is the reigning queen, Trinidad & Tobago’s Calypso Rose. Just behind her is the crown prince, Drew Gonsalves, whose Canadian band Kobo Town has opened the show and is now backing the headliner. As the cheeky Rose sings and shimmies through her set to the crowd’s delight, the bearded, bespectacled, guitar-strumming Gonsalves is visibly beaming: he co-wrote and arranged many of the songs Rose is performing, all taken from her award-winning comeback album, Far From Home. And now he and the sept...
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