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When you ask a really useful question, most people will consciously or unconsciously try to determine if they have a cached answer that roughly fits what you asked. Getting people to consistently forget their lines is a skill worth mastering
If you wanna get better at this, avoid questions you don't genuinely care about. Ask what you wish people would ask you. Look for weirdness, implied assumptions, or omissions & ask precise follow-ups. Chase the intersection between your curiosity & their enjoyment in the telling
How does one do it?
A simple strategy that works is to ask "How would you [do X]... in an unusual way?" Eg "How would you solve climate change... in an unusual way?" People usually give a cache hit first, but their mind is working, & they then come up with more interesting ideas.
When catching up with people I like to ask more specific questions than just What’s new? Questions like What’s something interesting you learned recently? What’s been on your mind a lot lately? Any entertainment that’s made you change your perspective or make you think?
I love these questions!
If it is a useful answer, and if it comes from cache, it means you or someone else has asked it before even if virtually. Not sure why it would matter if the response is from cache or not. If there is a temporal dependence, they would not use cache anyway.
It's too bad people don't come with an in-built dependency:purge-local-repository option
this was a really great tweet and didn’t really need any of the follow ups from dudes trying come up with an “answer” 
You just don't get it do you?
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