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Part 2: Fundraising

When You’re Raising Money And Everyone Wants To Invest

By DPart 2: Fundraising
Dear Founder, Take a moment to celebrate the rarefied air you are breathing right now. Many CEOs dream of being in this position, and you should feel great about capturing...
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October 13, 2016

When You’ve Just Raised Your Seed Round

By DPart 2: Fundraising
Dear Founder, Congratulations! First things first, some amount of (reasonable) celebration is in order. You and a couple friends, maybe with a product, maybe not, have just been valued by...
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October 13, 2016

When You’re Setting Terms For Your Seed Round

By DPart 2: Fundraising
Dear Founder, First of all, congrats! If someone wants to invest in your business, then you’re already off to a great start. Now you just need to agree on the...
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October 13, 2016

When Nobody Wants To Give You Money

By DPart 2: Fundraising
Dear Founder, While it can be disheartening (and frustrating) to feel like you’re not making progress with fundraising, you should know that many WIN companies have been in a similar...
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September 28, 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