"Diagnosing the ask" and "When they’re missing the philosophy" seem to me like traditional XY problem answers - the user doesn't know what the right question is, we need to step back to guide them.
"When the product needs to change" on the other hand is about figuring out what users want in order to add it to the product. Which takes a lot of figuring out, because it adds debt and you can add things the wrong way. This feels much less condescending to me than traditional XY where it's just tech support for a dumb user. Instead now figuring out questions from enough users helps direct new features.
"When the right path is hidden" I think the text for this one could do more to discuss helping direct the product as well, specifically in terms of documentation, if https://perfetto.dev/docs/getting-started/periodic-trace-sna... exists why is it hidden instead of where people find it when wanting to visualize a long trace.
If you read the title and just want to talk about XY eh fine, but the article's last sentence is the difference, "Both sides almost always walk away with more than they came in with."
I always teach designers to remember that users and stakeholders aren't software designers. So we should pay careful attention to their problems, but not assume their solution is the right one (though it can be).
Getting these questions answered without insulting the requester (especially stakeholders) is an important soft skill. You have to make them feel heard, intelligent, and supported.
This is the right way to answer these questions. SO was famous for the infuriating "You shouldn't do X, so as a favor to you I'm not going to tell you how." or "Before I answer thee, thou must first answer me these questions three!" kinds of answers.
Edit: Don't want to take credit for this. It's a quote from the article.
1. I'm not claiming that every interaction with a user needs to be turned into a full discussion. There are lots of cases where the answer is "this is what you're looking for, here's a link to the docs". In my experience, this has gone down a lot over time because people tend now to rely on AI much more heavily for those sort of questions in the first place so they won't even reach you. But it does happen and in that case, the best thing for both sides is to point to the documentation and move on.
2. If I am going to employ this strategy, I always try and both give the direct answer to the question and, as a separate point, ask them the context. Quoting directly from the post:
> well the answer to your immediate question is X but that’s a pretty strange thing to ask for because of reason Y. Can you tell me more about the wider problem you’re trying to solve?
3. This does necessitate that you are in some sense an "knowledgeable" on the problem space someone comes to you with: I would never employ this strategy in an area I didn't already feel I was quite well equipped to give my 2c on.
4. If the person I'm speaking to I know for a fact is already knowledgeable on an area, I would be very hesitant to use this approach because I try and be charitable with assuming that people generally know what they are talking about. While yes, I'm not going to be perfect every time in judging this, I think you can get a pretty good sense from the way they ask their question and how clearly they respond to your initial answer whether they are not (ties to 3 as it requires you are good enough in the space to judge this).
5. If someone pushes back, I will always defer to their read of the situation, I'm not here to make people do what I suggest, I will simply say "well I think you should do/not do A because of B reason but at the end of the day your call" and leave it at that. I think it's a good thing to be able to have respectful discussions on topics even if both sides agree to disagree.
That's basically every first Stack Overflow answer. It was obnoxious then, and it's obnoxious now.
No, I had a reason why I asked the way I did. You're just too arrogant and think only your procedure is the "right" one.
The desperation for commodity services and second-tier products to stay relevant is widespread. See also intercom.com "The only helpdesk designed for the AI Agent era".