If there is anything that makes me cringe more than the saying “We should talk” it is “Can I ask you a question?”
Go ahead ask it.
Don’t ask me for permission. You are already asking a question by saying that you want to ask a question.
It’s an unnecessary step. “Sure, shoot” is my response. Now I have to wait until you ask that question.
Now a conversation that could have been a 1 minute interaction gets spread out over the course of a couple of days – for nothing.
Of course there are times where it is perfectly good and normal to ask a question.
These times are when someone provides some context. More background. Maybe explaining what is going on in their situation, or life, or business. That adds content and value. Of course that means its more work, but then it makes the other person want to give a response longer than one line.
But when your message is just asking if you should a question…
Then maybe you shouldn’t ask it at all.