Roof Decks & Databases: Teaching Yourself Anything by Asking Better Questions

There was a moment recently that changed the way I think about learning—especially when it comes to topics I once thought were “too technical” or “outside my lane.” It happened while trying to understand how a database worked. But instead of reading documentation or memorizing jargon, I asked a simple question:
“Explain building a database like it’s a commercial flat roof.”
What followed wasn’t just a clearer understanding—it was a reminder:
The best way to learn anything is to translate it into your own language.
We don’t all learn the same way. Some of us are visual, some hands-on, some need story, structure, or even symbols. But that doesn’t make us slow—it makes us human. And with today’s tools, especially AI, we have the chance to ask for explanations in a way that finally makes sense to us.
Test the Edges of What You Know
Whether it’s construction, code, finance, or philosophy—there’s value in pushing the boundaries of your understanding. But don’t just consume more content. Try this instead:
- Ask: “Explain it like I’m 5.”
- Ask: “Explain it in roofing terms.”
- Ask: “Explain it like I’d teach it to my team.”
Then watch as something complex becomes familiar.
And once it’s familiar, it’s yours.
A New Way to Learn, A Better Way to Teach
This method didn’t just help me learn faster. It gave me a way to teach others—especially when I work with people who speak different “languages” across trades and tools. Now, I don’t just know the system. I can explain it like a story I lived through.
So, here’s the invitation:
Ask differently. Prompt intentionally. Learn your way.
And then? Pass it on.
Closing Reflection
“Coming back to this—I think this conversation was an important turning point for me on my ability to retain and also teach foreign concepts.”
That moment of clarity? It’s not just about learning databases.
It’s about remembering: the best teacher is the version of you who understands.