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Shaggy, the renowned Jamaican dancehall and reggae musician, has been awarded the prestigious Best Reggae Album Grammy Award twice throughout his illustrious career. His first Grammy triumph came in 1996 for his album "Boombastic," solidifying his status as a rising star in the music industry. His second Grammy victory arrived in 2019, where he was recognized for his exceptional album "44/876," a collaborative effort with Sting.