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From a childhood filled with cricket, football, and endless days outdoors in Fyzabad, Sheldon Stephen’s journey into entrepreneurship and event production was never part of a rigid plan; it was something that unfolded naturally, shaped by environment, instinct, and an early drive to succeed.
At 39, Stephen reflects on a youth grounded in sport and family, crediting his sisters, Lisa Stephen and Sharon Stephen, and his parents, Osmond Stephen and Sue Stephen, for playing pivotal roles in shaping his character. Like many young boys in Trinidad and Tobago, his first dream was rooted in sport. Cricket, in particular, stood out.
“I really wanted to become a cricketer… I played regionally and was pushing toward that international level,” he shared. But an injury at just 15 years old shifted the course of his life, forcing him to look beyond the boundary ropes and into new possibilities.
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