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The Best Teachers Are Built, Not Born

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Myth: “Those who can’t do, teach.”

Reality: The people who make the clearest teachers are often the ones who couldn’t at first — so they learned how. They became obsessive students, turned failure into a blueprint, and can now hand that blueprint to others.


Why strugglers make superior teachers


  1. They developed a map.


    When something doesn’t come naturally, you break it down: inputs, sub-skills, order of operations, checkpoints. That decomposition is curriculum.

  2. They think about thinking.


    Metacognition grows under friction. You notice tactics, self-talk, and mistakes — then you can teach tactics, self-talk, and mistake-recovery.

  3. They remember the pain points.


    Empathy isn’t pity; it’s precision. “At minute 17 you’ll want to quit. Here’s a 90-second drill that carries you through that wall.”

  4. They’re forced into process.


    Naturals rely on instinct. Builders rely on systems. Systems are portable — which is why builders’ students often outperform.


The three ingredients of real teaching


  • Doing: personal competence to a credible level (you don’t have to be world-class; you must be able).

  • Explaining: translating your moves into steps, cues, analogies.

  • Engineering: designing practice environments (drills, constraints, reps) that cause progress.


Most people have one or two. Great teachers have all three.


What naturals miss (and how they can fix it)


  • The curse of knowledge: once you “just see it,” you forget what not seeing felt like.

  • Fix: keep a struggle journal. When something doesn’t click for a student, write down what you tried and what finally worked. Over time you’ll accumulate a real curriculum.


Quick case sketches


  • Singing coach: couldn’t belt high notes, so she built a ladder of vowel shaping + breath timing. Her conservatory-trained peers said “support more”; her students grew two notes in six weeks.

  • Sales lead: introvert who bombed early calls; he built a 9-question discovery flow + objection flashcards. Now his team onboards in 30 days instead of 90.

  • Coder: failed whiteboards; created a catalog of patterns + “red flag” smells; now runs interview prep with 80% placement.


In each case, struggle produced assets: checklists, drills, heuristics — the “teachables.”


How to pick a teacher or coach (a checklist)


Ask them to show you:


  • Stages: “What are the 3–5 phases from novice to competent?”

  • Failure modes: “Top 5 rookie errors — and your fixes?”

  • Drills: “If I only have 20 minutes a day, what do I do?”

  • Instrumentation: “How will we measure progress weekly?”

  • Transfer: “How will I know I’m ready for real-world conditions?”


If they can’t answer without hand-waving, keep looking.


Hiring leaders? Change your interview


Beyond the résumé wins, ask:


  • “Tell me about a time you couldn’t do the thing you now teach.”

  • “What did you build to get through it?” (You want artifacts: frameworks, worksheets, playbooks.)

  • “What do your beginners always do wrong, and how do you fix it in under an hour?”


You’re screening for map-makers, not just performers.


For the struggler reading this: how to turn pain into curriculum


  1. Write your origin struggle in 10 bullet points.

  2. For each bullet, note the drill, cue, or reframe that solved it.

  3. Order them into a progression (Week 1, Week 2…).

  4. Add metrics (what we track weekly).

  5. Run 3–5 students through it; refine; name your framework.


Your struggle becomes your signature method.


Objection: “If you were really good, you wouldn’t need to teach.”


Teaching isn’t a consolation prize. It’s a force multiplier. Doing proves you can; teaching proves you can scale it. Entire fields leap forward when builders codify what they learned the hard way.


The new maxim


Forget “those who can’t do, teach.”

Try this instead:


Those who had to build it can teach it best — because they know every rung on the ladder.


This is exactly what House Hackers Anonymous was born for:

A 12-step survival program for my younger self — the version of me who was drowning in survival mode, second-guessing every choice, and didn’t have a map.


HHA is that map. It’s the framework I built from the ground up, through trial, error, and breakthrough. If you’ve ever felt like you’re clawing your way out of survival mode with no guide, HHA is for you.



Invitation to Readers


Now I want to hear from you:


  • Did you ever have a skill that came hard for you, and later became your superpower to teach?

  • Do you agree that “those who struggled make the best teachers”?


Drop your stories in the comments — let’s learn from each other’s maps.

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