Series

Winding Down.

What raising eight figures and shutting it down actually taught me. One post a day.

2 of 33 episodes live. New links added as each post drops.

01 — Overview
  • The GridRival story, start to finishSoon
02 — Product
  • Why product-market fit forgives every other mistakeSoon
  • When your passion makes for a bad startup ideaSoon
  • Milestones without revenue/growth don't countSoon
  • People promise they'll pay when you're live. Why you shouldn't count on it.
  • Knowing your industry isn't building for itSoon
  • How paid ads alone will bury youSoon
03 — People
  • Co-founders: best decision or worst nightmare?Soon
  • The wrong technical co-founder kills companiesSoon
  • Co-founder incentives and structuringSoon
  • Why we retain people we know we shouldn'tSoon
  • How the VC path can force bad hiring decisionsSoon
  • No hiring process guarantees bad hires. Your "gut" is a bad judge.Soon
  • How democracy creates a terrible startup cultureSoon
  • Startups don't need processes yetSoon
  • Big-name advisors are rarely worth itSoon
04 — Capital & Control
  • The number one term sheet mistake
  • The reasons you want to raise are likely wrongSoon
  • Bootstrap or raise: how to decideSoon
  • What venture capital actually costs youSoon
  • Why the raise is really a countdownSoon
  • Why you should set up your board before raisingSoon
  • Raising in a boom is statistically a curseSoon
  • The biggest time-wasters when raising moneySoon
  • The #1 way to save face with investors when things go wrongSoon
05 — Winding Down
  • What shutting down actually costsSoon
  • How you tell investors it's overSoon
  • The people you can't paySoon
  • You're on your own: bankers won't touch a dying startupSoon
06 — Personal
  • Loving your subject cuts both waysSoon
  • How you know when it's timeSoon
  • The burnout nobody posts aboutSoon
  • Who are you without the company?Soon
07 — Follower Requests

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