The best of Oliver's newsletter

🌱 Startups

  1. Why Not To Do a Startup?
  2. Should sales be founder-led?
  3. How startups get their first 1,000 customers.
  4. How not to fail.
  5. The ultimate founder playbook.
  6. Ship products faster than ever.
  7. How to kill your startup, fast.
  8. Fundraising requirements for each stage.
  9. Four pillars of $100M startups.
  10. The founder's paradox.
  11. Let's talk startup accelerators.
  12. Second-time founders: yay or nay?
  13. Sequoia's Arc: a product-market fit framework.
  14. How storytelling can fix your pitch.
  15. How Valve rug-pulled half their market.
  16. 15 startup/tech predictions for 2026: Part 1.
  17. 15 startup/tech predictions for 2026: Part 2.

📈 Growth

  1. Four pillars of $100M startups.
  2. Developing a useful growth model.
  3. Ways startups get their first 100 customers.
  4. How startups get their first 1,000 customers.
  5. Fundraising requirements for each stage.
  6. Get hired by OpenAI without applying.

📦 Product

  1. Ship products faster than ever.
  2. Building a startup with Claude Code: Setup.
  3. How do you know you achieved product-market fit?

👑 Leadership

  1. The Dunning-Kruger effect.
  2. 25 Lessons from 25 years.
  3. How to kill your startup, fast.
  4. Your 'Messy' Background Is Your Edge.
  5. Essays that could change your life.
  6. How to find your purpose.

🤖 Tech & AI

  1. Five European raises, €1.2B, last week.
  2. This Week in Tech: Claude Might Be Conscious?!
  3. This Week in Tech: Coding is Solved.
  4. This Week in Tech: The Industry Lost Its Mind (Again).
  5. Last Week in Tech: Raiding WoW Dungeons with your Thoughts.
  6. Last Week in Tech (May 25).
  7. Last Week in Tech (May 18).
  8. Last Week in Tech (Apr 21).

🪴 3-2-1 & Weekly

  1. 2-Minute Monday: Trajectory beats position.
  2. 3-2-1 on nuanced thinking & real love.
  3. 3-2-1 on self-love's impact & growing.
  4. 3-2-1 on the privilege of the hustle.
  5. 3-2-1 on planting for the decade.
  6. 3-2-1 on kindness to your future self.
  7. 3-2-1 on inventor–entrepreneur duos.
  8. 3-2-1 on embarrassing yourself.
  9. 3-2-1 on embracing discomfort & starting.
  10. 3-2-1 on thriving in struggle.
  11. 3-2-1 on carrying the burden & living.
  12. 3-2-1 on inner strength & perseverance.
  13. 3-2-1 on pursuing meaning & taking action.
  14. 3-2-1 on adding value & building excellence.
  15. 3-2-1 on overcoming fear.
  16. 3-2-1 on sophistication & launching.
  17. 3-2-1 on simplicity, action & aligning.
  18. 3-2-1 on grit over genius & intensity.
  19. 3-2-1 (June 23, 2025).