HoldCo Builders

4 Portfolio Companies and The Gritty Playbook of Value Investing | Reggie Pryor Jr.

Oct 21, 2025
Reggie Pryor Jr., a value-driven investor and turnaround specialist, shares insights from his journey in rebuilding overlooked assets into cash flow machines. He discusses the importance of finding mentors like Jimmy Gibbs and highlights how simply asking for opportunities can change your path. Reggie reveals his strategy of borrowing against appreciating assets rather than selling them. Through stories of successful investments, including Mortex, he emphasizes the joy of the investing game, the future potential for younger operators, and his commitment to preserving American manufacturing.
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ANECDOTE

Mentor Sparked The Value Investing Path

  • Reggie credits mentor Jimmy Gibbs for showing him value investing through buying and repurposing textile mills.
  • He rode Gibbs' Learjet to view mills and learned hands-on how to extract value from distressed assets.
ADVICE

Just Ask For Opportunities

  • Always ask people for opportunities because you never know what they'll say.
  • Reggie used this tactic to earn his first internship with Jimmy Gibbs.
INSIGHT

Value Investing Clicked In A Weekend

  • Reading Ben Graham's The Intelligent Investor crystallized Reggie's investing approach instantly.
  • The book reframed his actions from startups to disciplined value investing.
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