Startups For the Rest of Us

Episode 709 | The 7 Greatest Investments of My Life

13 snips
Apr 16, 2024
Discover the transformative journey of building personal wealth through entrepreneurship. The host shares valuable lessons learned from selling companies and navigating the complexities of cryptocurrency. Delve into the nuances of risk management and the gradual path to startup success. Gain insights into strategic investments, including angel investing and real estate, while understanding the importance of running profitable businesses. This engaging discussion emphasizes practical steps for achieving financial freedom.
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ANECDOTE

HitTail Acquisition

  • Rob Walling bought HitTail for $30,000 and later sold it for over $1 million.
  • This was life-changing, but he stair-stepped his way up by saving profits from smaller products and consulting.
ANECDOTE

Drip Exit

  • Rob Walling's biggest wealth driver was selling Drip for millions after investing $150,000-$200,000.
  • He emphasizes this was possible due to prior successes and saved profits, not luck.
ADVICE

Risk Tolerance and Backstops

  • Having a financial backstop lets you take bigger risks in business.
  • Rob Walling was risk-averse initially due to a lack of safety net, leading to slower growth but also stability.
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