Knowledge Guide
HomeSystem DesignMental Models & Systems Thinking

How to Approach Any Problem — The Questions Senior Engineers Ask

The difference between junior and senior isn't the answer — it's the questions first

Given "design X" or "make Y faster," a junior starts coding/drawing boxes. A senior engineer spends the first minutes narrowing the problem with questions, because the quality of any solution is capped by the quality of the understanding behind it. The questions also are half the score in an interview, and at work they prevent the most expensive mistake: building the wrong thing well.

A vague ask passes through six questioning stages — understand, constraints, assumptions, decompose, invert, simplest — to become a well-scoped solution
A vague ask passes through six questioning stages — understand, constraints, assumptions, decompose, invert, simplest — to become a well-scoped solution

The six questions, in order

Run these on any problem — a design, a bug, a feature, an outage.

1. Understand the real problem (before any solution)

2. Surface the constraints

3. Challenge assumptions

4. Decompose

5. Invert — the pre-mortem

6. Find the simplest thing that works

Worked example: "make the dashboard faster"

A junior adds a cache. A senior asks:

Half those questions change the solution entirely. Then you design.

Takeaways


Re-authored for this guide; approach-funnel diagram hand-authored as SVG. Synthesizes consulting issue-trees, first-principles/inversion (Munger), and the RESHADED/Hello-Interview clarification step. See also: The System Design Interview (RESHADED), Capacity Estimation, The 8 Fallacies, Designing for Failure.

🤖 Don't fully get this? Learn it with Claude

Stuck on How to Approach Any Problem — The Questions Senior Engineers Ask? Open Claude, copy a block below, and it'll teach you this exact concept — visually and interactively.

🎨 Explain it visually

Build the mental picture, not memorization.

I just read a lesson on **How to Approach Any Problem — The Questions Senior Engineers Ask** (System Design) and want to truly understand it. Explain How to Approach Any Problem — The Questions Senior Engineers Ask from first principles using ONE vivid real-world analogy and a visual mental model — draw it as ASCII art or a clear step-by-step diagram — with a concrete example using real numbers. Then ask me one question to check I got the mental picture, and wait for my reply. If you're unsure or a claim isn't standard, say so and reason from first principles instead of guessing.
🤔 Walk me through it (interactive)

Socratic — adapts to where you're stuck.

Teach me **How to Approach Any Problem — The Questions Senior Engineers Ask** interactively. Ask me ONE guiding question at a time, wait for my answer, and adapt to my confusion — build the idea with me step by step instead of explaining it all at once. If you're unsure or a claim isn't standard, say so and reason from first principles instead of guessing.
🧪 Quiz me & fix my gaps

Active recall exposes what you missed.

Quiz me on **How to Approach Any Problem — The Questions Senior Engineers Ask** with 5 questions, easy to tricky, ONE at a time. Tell me if each answer is right; at the end, explain clearly what I got wrong and why. If you're unsure or a claim isn't standard, say so and reason from first principles instead of guessing.
🧠 Make it stick

Intuition + hook + flashcards for long-term memory.

Help me remember **How to Approach Any Problem — The Questions Senior Engineers Ask** for the long term: give the one-sentence intuition, a memorable hook/mnemonic, a tiny worked example, and 3 active-recall flashcards (Q -> A). If you're unsure or a claim isn't standard, say so and reason from first principles instead of guessing.

📝 My notes