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Part 4: Dealing With Challenges

When Your Idea Just Isn’t Working

By DPart 4: Dealing With Challenges
Dear Founder, Well, if you’ve opened this letter, things are not going well. I’m sorry that things are off-kilter; it’s never easy. We back brilliant founders all the time, and...
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October 3, 2016

When You’re Afraid You Might Be A “Tweener”

By DPart 4: Dealing With Challenges
Dear Founder, If you’re reading this, you’re probably struggling with your business strategy or execution. At the risk of stating the obvious, two points to consider: If things are really...
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October 2, 2016

Appendix: Tweeners

By DPart 4: Dealing With Challenges
Still not sure whether you might be a tweener? These are things we sometimes hear in updates that set off our radar: “We’re working on our churn problem.” “We’re now...
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October 1, 2016

When Your Board Says They’re Replacing You As CEO

By DPart 4: Dealing With Challenges
Dear Founder, There are bad days and then there are horrible days. This counts as a horrible day. A difficult experience with one of the great entrepreneurs in our portfolio...
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September 30, 2016
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  • Part 1: Getting Started
  • When You Want To Start A Company
  • When You’re Selecting A Co-Founder
  • Selecting A Co-Founder: Appendix
  • When You Need To Recruit
  • When You Need To Put The Company’s Needs Ahead Of Your Own
  • When You Need To Build Your Board
  • When You Wonder If Philanthropy Has A Place In A Startup
  • Part 2: Fundraising
  • When You’re Setting Terms For Your Seed Round
  • When You’ve Just Raised Your Seed Round
  • When Nobody Wants To Give You Money
  • When You’re Raising Money And Everyone Wants To Invest
  • Part 3: Creating An Execution Machine
  • When You Need To Set Your Culture
  • Appendix: Setting Your Culture
  • When You Want To Avoid Nasty Surprises
  • When You Need To Improve Execution
  • When You Want To Blame Someone
  • When You Need To Be Overt
  • When You Need To Solve Cross-Functional Friction
  • Part 4: Dealing With Challenges
  • When You Need Inspiration
  • When You’re Overwhelmed
  • When You’ve Just Missed Your Quarter
  • When Your Board Is Driving You Crazy
  • When You Have A Crisis
  • When No One Is Energized To Be Here
  • When A Co–Founder Isn’t Pulling Their Weight
  • When You Have To Fire Your First Employee
  • When Your First Key Hire Leaves
  • When Your Idea Just Isn’t Working
  • When You’re Afraid You Might Be A “Tweener”
  • Appendix: Tweeners
  • When Your Board Says They’re Replacing You As CEO
  • Part 5: The Next Phase
  • When You Think Your Company Has Outgrown You
  • When You Decide To Sell Your Company
  • When You’ve Just Sold Your Company
  • When You’re Planning To Go Public
  • Bonus
  • The CEO Diagnostic Tool