The Problem Deconstruction Worksheet

Break any complex problem into what is true, what is assumed, and what you can test

The Problem Deconstruction Worksheet is a free companion tool for The First Principles Playbook. It walks you through the same reasoning process taught in the book — 8 steps from identifying the real problem to selecting your cheapest informative test.

Use it whenever you face a complex, ambiguous, or stuck problem — in product decisions, business strategy, career choices, or any situation where the standard answer feels constrained by unexamined assumptions.

The 8 Steps

  1. State the problem without embedding a solution — Write the need, not the fix
  2. List every assumption — Get them all on paper before judging
  3. Label each assumption — Known fact, inferred, or inherited convention?
  4. Record hard constraints — Only the genuinely immovable ones
  5. Rewrite the problem using only verified fundamentals — What opens up?
  6. Generate three materially different options — Don’t optimize one idea
  7. Select the cheapest informative test — Move from analysis to action
  8. Record what you learned — Decide your next move based on evidence

When to use it

  • ✓ The problem is stuck — standard approaches aren’t working
  • ✓ The stakes are high — the cost of a wrong answer is significant
  • ✓ The situation is novel — no reliable precedent exists
  • ✓ You suspect the solution is built on unexamined assumptions
  • ✓ A team keeps optimizing a process that may not need to exist

Get the worksheet

Enter your email below and the worksheet lands in your inbox — usually within about 15 minutes — as a plain markdown file you can print, paste into your notes app, or share with your team. No purchase needed.

After that, a short series of practical emails arrives over the next week and a half — one worked example, one key distinction, one honest look at the biggest objection to first-principles thinking. Then roughly one article per week. Unsubscribe anytime; every email has a one-click link.

Want the full method?

The worksheet covers the core process. The book goes deeper — with 20+ case studies, 8 exercises, frameworks for overcoming cognitive biases, and guidance on when first-principles thinking is worth the time (and when it’s not).

Get the Book — Paperback $6.99   Kindle — $3.99