Exit Paradox

Brett Gelfand: My father sold his business and now I sold mine: Lessons from 2 generations

Feb 1, 2024
Brett Gelfand, a second-generation entrepreneur who successfully built and sold a cannabis company, shares invaluable insights from his journey alongside his father. They discuss the transformative impact of stepping away from fear-driven business decisions to embrace passion. Brett highlights the challenges and rewards of a family business dynamic, the influence of parents on entrepreneurship, and the importance of financial freedom for happiness. He also reflects on the personal growth gained through global travel and the shift towards mentoring aspiring entrepreneurs.
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ANECDOTE

Early Cannabis CEO Experience

  • Brett Gelfand became a CEO at age 24 in the cannabis industry early in his career.
  • He built his first cannabis business by solving industry problems, leading to further ventures in the space.
INSIGHT

Motivation Evolves Post-Exit

  • Motivation shifts from fear of loss to passion once financial security is achieved.
  • Helping other entrepreneurs and mentoring lights Brett up more than just building businesses.
ANECDOTE

Balancing Businesses Eases Exit

  • Brett balanced two businesses, so selling one wasn't a jump into the unknown.
  • This structure helped him avoid common exit emotional challenges like loneliness or loss.
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