I have a colleague who asks for clarification about almost every communication between us. I think I'm being clear, for example, when I send an email to a group saying that I've scheduled two meetings and think most of us can make it to one or the other meeting.
Then the colleague emails asking for clarification about whether these meetings are both required.
Is my communication really unclear, or does the colleague not read my communications with some care? I doubt myself, but then no one else asks for clarification, so either they understand or can't be bothered.
(This person is really smart, so it's not a lack of smarts.)