We’re trained from day one to have the right answers. But what if that’s becoming the wrong skill?
We get rewarded for answers. School tests. Executive meetings. Customer conversations.
But nowadays, answers are everywhere with AI. Easy to find. Easy to copy.
What’s rare is people who ask questions that get others thinking differently.
You see this in the best leaders. They don’t show up with solutions. They ask questions that help teams see opportunities others miss.
As AI becomes more integrated into our work, the ability to ask insightful questions becomes even more valuable. That’s how we’ll uncover the best insights, elevate our ideas, and get the most from these powerful tools.
Here’s a simple framework I use:
► Discover – Turn “what is” into “how does this work”
► Connect – Turn “what happened” into “how do these pieces fit together”
► Reimagine – Turn “how do we solve” into “what might be possible”
► Impact – Turn “what’s next” into “how might this change everything”
The difference between getting basic information and real insights comes down to the questions you ask.
I’ve put together examples from Sales, Marketing, Product, and Customer success that show this approach in action.
Check out the carousel for practical tips you can use in your next AI conversation.
Your thoughts? How do you ask good questions of AI?
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