The Guides
Guides are the cornerstone content of Ask Good Questions.
Longer, structured pieces designed to stay relevant over time. Each guide focuses on a core idea, framework, or decision model that helps you use AI more deliberately.
These are not prompt tricks. They are frameworks for thinking clearly about how you use AI in real work.
Do Not Let AI Build the Elephant in the Room
AI usually doesn't build the elephant in one move.
That's the dangerous part.
A project starts out with good intentions. The file structure makes sense. The responsibilities seem pretty clear. You've …
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You Have to Invite the Vampire In
You've seen the scene in every vampire movie.
The vampire is standing outside the door, asking to be invited in.
The person inside hesitates. The vampire seems calm enough. Reasonable enough. Maybe ev…
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The Blue Water Design
One of the most useful shifts I've made in working with AI didn't come from a better prompt. It came from changing the assignment.
Early on, like a lot of developers, I would describe the kind of appl…
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The Patch Trap
When people first start using AI to help with code, one pattern shows up almost immediately.
You ask for a fix, and the AI comes back with something like this:
Replace this block.
Add this line below …
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When Account Recovery Becomes Privacy Surrender
Security matters. There is no serious argument otherwise. If a platform believes an account may have been compromised, it should act carefully and protect the user.
But in today's environment, another…
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The Hidden Cost of Magic
AI is very good at making hard things feel easy.
You ask for something complex and get something useful back almost immediately. Code. Documentation. A plan. A workflow. A working feature. Sometimes s…
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The AI Junk Drawer Problem
One of the easiest ways to make AI less effective is to keep helping it without ever cleaning up.
A rule here.
A reminder there.
A style note.
A project file.
A lessons-learned document.
A copied bloc…
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When AI Defaults to Newer, Better, Faster
If you work with AI long enough, you begin to notice a pattern that is easy to miss at first.
When a task is under-specified, AI tends to lean toward what looks like progress. A newer library. A clean…
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Losing the Big Picture
If you work with AI long enough, you will eventually run into a frustrating pattern: the code is improving, but the design is getting harder to reason about.
It usually happens one fix at a time.
You …
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Choosing AI by Workflow, Not by Benchmark
If you hang around AI discussions long enough, you will notice something predictable.
Every debate eventually turns into benchmarks.
Which model scored higher. Which one reasons better. Which one has …
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