The Pitch

#132 The Exit: Selling Shipt for $550 Million

9 snips
May 8, 2024
Bill Smith, a high school dropout from Alabama, shares his journey of starting and selling Shipt for $550 million. From overcoming challenges and shifting business focus to making the decision to sell, he discusses the complexities and emotions of reaching a successful exit. The narrative touches on entrepreneurship struggles, strategic expansion, grocery industry response, and the exhilarating acquisition announcement at Target headquarters.
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ANECDOTE

Early Entrepreneurial Spirit

  • At 16, Bill Smith leased office space and sold cell phones, making $5,000/month.
  • His school contacted his father after a two-week absence, but a counselor supported Bill's entrepreneurial path.
ANECDOTE

First Exit

  • Bill Smith sold his first business, though not for a substantial amount.
  • It provided enough capital to start his second venture, Insight, with his father's investment.
ANECDOTE

Second Exit

  • Insight, Bill's prepaid card software company, attracted the attention of industry giant Green Dot.
  • At a conference, Green Dot's CEO offered to acquire Insight on the spot, marking Bill's second exit.
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