Founder's Story

What Jay-Z, Will Smith, and the Olympics Taught Him About Winning in Business | Ep 312 with Samyr Laine Co-Founder and Managing Partner of Freedom Trail Capital

February 23, 2026·28 min·6-min readinterviewbusiness
Podzilla Summary (6 min)
TLDR
Samyr Laine, a former Olympic triple jumper and Harvard Law graduate, transitioned from elite athletics to high-impact roles at Jay-Z’s Roc Nation and Will Smith’s Westbrook before founding Freedom Trail Capital, a venture fund that backs innovative businesses with authentic talent partners

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Guest

S

Samyr Laine

interview on Founder's Story

Mentions

Books, people, and resources mentioned in this episode.

People

Samyr LaineJay-ZWill Smith

Books

Once Upon a Farm

Companies

Roc NationWestbrookFreedom Trail Capital

Topics

EntrepreneurshipLeadershipPersonal FinanceSelf ImprovementVenture Capital

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