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Skai Jackson nasceu na cidade de Nova Iorque. Ela começou sua carreira como modelo,aparecendo em vários comerciais nacionais, inclusive para a marca Band-Aid. Seu primeiro papel notável veio no filme independente Kid Liberty em 2007. Em 2010, ela foi escalada como Zuri Ross na série do Disney Channel, Jessie, estrelado por Debby Ryan.
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