266. Velocity as a Superpower, Why Contrarians Win, The Role of a Board Member, and Why Some Challenge When they Should Chill (Ed Sim)



Ed Sim of boldstart ventures joins Nick to discuss: Velocity as a Superpower, Why Contrarians Win, The Role of a Board Member, and Why Some Challenge When they Should Chill

  • Walk us through your background and path to VC
  • What’s the thesis at boldstart ventures?
  • What was it like starting Boldstart in NYC in 2010?
  • Tell us a bit about the thesis at investment and how things evolved over the years until the ultimate exit?
  • What's your preference...  Niche and narrow problems or big and expansive opportunities?
  • What is your mental model for investing in enterprise founders with ideas?
  • category creation
  • Why only technical founders?
  • Will this enterprise bull market sustain?
  • You've talked about being involved and sitting on boards from "whiteboard to scale" ?...  how do you manage ever-increasing board responsibilities with other demands of the job?
  • Where are VCs most lacking when it comes to the value that early-stage founders require?
  • Do you think there's too much money in venture?
  • How do you win in a seed with so many seed funds?