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.
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…
Read more
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…
Read more
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 …
Read more
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 …
Read more