'Sad' in the Bible

After all, if I were to grieve you, who should make me happy but the person I am making sad?

This is the very reason I wrote you, so that when I did come I might not be made sad by those who should have made me happy. For I had confidence that all of you would share the joy that I have.

I wrote to you out of great sorrow and anguish of heart along with many tears not to make you sad but to let you know how much love I have for you.

as sad, but we are always joyful; as poor, but we bestow wealth on many; as having nothing, and yet we securely possess all things.

If I made you sad with my letter, I do not regret it, although I did regret it then. I see that the letter caused you sorrow, though only for a while.

Now I rejoice, not because you were made sad, but because you were made sad to the point of repentance. For you were made sad as God intended, so that you were not harmed in any way by us.