
From Jamaica to CEO: The Student-Athlete Playbook You’ve NEVER Heard
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What happens when the jersey comes off? For too many athletes, the next step feels like falling off a cliff. But Jermaine Malcolm turned that moment into a launchpad.
Born in Jamaica, raised with grit, and forged through football, Jermaine built StudentAthlete.co and Skills Gap Advocate to help athletes and entrepreneurs transition into life after sports.
In this episode of LIVE with TY, we dive into:
• How Jermaine went from Jamaican roots to U.S. football scholarships
• The identity crisis athletes face when sports end
• Why curiosity and proximity are game-changing tools for student-athletes
• The hard truths of entrepreneurship (and the setbacks that became stepping stones)
• A crazy hot take: Why every athlete should try Jiu-Jitsu after sports
If you’re an athlete, entrepreneur, or someone chasing reinvention—this episode will change how you see your future.
#LIVEwithTY #AthleteTransition #GenZEntrepreneur #LifeAfterSports #FromJamaicaToCEO
⏱ Timestamps
(5 key sections)
0:00 – Intro: From Jamaica to the U.S.
04:30 – Football, culture shock, and scholarships
10:30 – Life after sports & finding identity
18:45 – Curiosity, mentorship, and the power of proximity
34:50 – Hot Takes: Boxing, Jiu-Jitsu, and the future of athletes
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