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    Home CARICOM CARICOM English Trinidad and Tobago

    Tobago mourns passing of legendary Oscar B

    The Analyst by The Analyst
    June 28, 2026
    in Trinidad and Tobago
    Tobago mourns passing of legendary Oscar B


    Tobagonians are mourning the passing of renowned singer Oscar Benjamin, aka Oscar B, who died on Sunday morning  after ailing for some time. 

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    Messi Magic, Mbappé Magnificence & Haaland Havoc

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    The former lead singer of the legendary Byron Lee and the Dragonaires died on the very day a benefit concert was scheduled to be held at Shaw Park Complex. 

    During the budget debate on Thursday, Chief Secretary Farley Augustine announced the Tobago House of Assembly (THA) had approved funds to assist the singer’s medical expenses. Augustine had hailed the legacy of Oscar B, revealing he was in Jamaica recently and the singer was still a topic of discussion. 

    “We have Oscar B ordinarily singing at our functions and not realising his mark on the region and the globe. We doing the butterfly and the shadow and not realising his mark on the globe,” he said. 

    Meanwhile, Signal Hill Secondary paid tribute to the legendary singer in a Facebook post following his passing, saying he was more than a gifted singer. 

    “Today, the music is a little quieter, the stage a little dimmer, and our hearts heavier,” it said. 

    While noting his accomplishments on the international stage, it said Oscar B remained grounded and friendly. 

    “Yet, despite his remarkable achievements and acclaim, he remained the very definition of humility. His warm smile, gentle spirit, and genuine kindness made everyone feel seen, welcomed, and valued.” 



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