Dinner with Rob and Crystal

  • Finding the right words is the hardest but most critical thing a founder needs to do in order to vividly capture and express the vision you are aspiring after.
    • the right words elicits the right metaphors and mental context of recipients limbic brain thereby drawing forth the desired emotion
    • sometimes it’s inevitable that the founder sits and serenade himself in a space for years before the vision could be clearly articulated and expressed
  • think about the critical missing components that could kill a concept
  • It takes time to exhaustively decide its inevitable to invest is an idea
  • take a viable strategic corridor and seek variants of that to invest in
    • monetize through parents in K12
  • Taking on professional capital before product market fit causes
    • undue stress
    • too much effort to explain to investors why pivot
    • psychological lock in to trajectory
  • Moonlighting on the side is a low risk and cheap way to validate/invalidate a concept to product market fit
  • don’t see everything as a nail that needs to be hammered
    • do not let building something become a natural reflex
    • seek to deeply understand a problem space before deploying any resources on the solutions side
  • seek exposure to uncorrelated markets
  • small cap companies are the first to react to a down turn
    • see Russell index versus strong ones like Nasdaq / SNP
  • When trying to ride a macro trend, it is more efficient trading commodities than stocks in various companies as you won’t have to deal with micro events specific to the companies.
  • When 3 or more person calls you a unicorn even when you are not one
    • its not about you, its about what they all need
    • straddle up and prepare to ride the wave
  • the joker profile is less a manifestation of the character of the person playing the role than the underlying organization dysfunction that is being managed
    • Every team has its own set of dysfunctions
    • Questions that can’t be resolved inevitably surfaces to the CEO

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