Day-to-day, good PMs will be asking 'why' as much as my six-year-old son does, which is a lot.
Relentless curiosity trumps knowing all the answers
Craft → Product Sense
One of the traits that I look for in PMs that I hire onto my teams, and also when I think back to the people that I've learned a lot from working with over the years, one of the common behaviors or traits is relentless curiosity, this insatiable desire to understand things and a lack of fear in admitting when they don't understand things and being uncompromising and getting the answers so that they do understand.
I would say this illusion that you have to be all-knowing and super confident sets you up to be in a place of advocacy instead of inquiry.
If you listen and you know where to go to get the answers, that in itself is like a tremendous place to be.
"There" refers to situations where Thawar asks questions that others consider stupid, and "the person" refers to colleagues who criticize his questions.
My goal there is not to annoy the person, but it's to understand the content.
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