My First Million

#53 - Nicotine Gum, Dating Apps For The Elderly & Tax on Vested Shares

38 snips
Mar 3, 2020
The hosts dive into Bernie Sanders' proposed tax on vested shares, sparking a lively discussion on business structuring regrets. They explore digital platforms for connecting older adults, addressing the challenges of online dating in that demographic. Investments in unique markets are analyzed, including a promising venture in modern nicotine gum and the potential of turnkey bathroom renovations. Round it all off with excitement about which startups might soon hit the billion-dollar mark and a fun look at the revival of book clubs!
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ANECDOTE

The Hustle's Beginnings

  • Sam Parr started The Hustle with $25,000, making $60,000 profit in six weeks and $380,000 in the first year.
  • Initially, he lived frugally, paying himself $2,000 a month.
INSIGHT

Valuation Doesn't Equal Cash

  • Founders with high valuations on paper aren't always rich.
  • Illiquidity is common, with many having limited cash despite their company's worth.
ADVICE

Equity for Early Team

  • Prioritize giving more equity to early team members in high-growth tech companies.
  • Recognize their risk and reward them accordingly, potentially at the expense of founder or investor shares.
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