I've had a similar experience with doing this overall in terms of career impact. It hasn't consistently worked for me, though. It really depends on the team.

The main issue I've run into happens when a person's reply to my stupid question doesn't make sense to me. If I continue asking follow up questions in order to understand better they sometimes get angry. But if I stop asking questions when I start to detect anger then I am left feeling confused about how the system works. Either way I'm left with a negative emotional impression of the person's caliber. Which isn't great for me cohering with the team.

I imagine that you've also run into this problem. How do you think about it?