When Is Someone Humble?

A man is humble when he stands in the truth with a knowledge and appreciation for himself as he really is. Cloud of Unknowing
Contemplative Prayer and the Counterfeits

And now we come to the difference between the contemplative work and its counterfeits such as daydreaming, fantasizing, or subtle reasoning. These originate in a conceited, curious, or romantic mind whereas the blind stirring of love springs from a sincere and humble heart. mythoughts, thoughts of God, thoughtsofgod, David Reese Cloud of Unknowing, Unknown Author
My Grace is Sufficient for You

7 Because of the surpassing greatness of the revelations, for this reason, to keep me from exalting myself, there was given me a thorn in the flesh, a messenger of Satan to torment me—to keep me from exalting myself! 8 Concerning this I implored the Lord three times that it might leave me. 9 And He has said to me, […]
The Kingdom of Heaven – ἡ βασιλεία τῶν οὐρανῶν (is like)

οὐρανός, οῦ, ὁ (n) ouranos, heaven, dwelling of gods and spirits, independent of earth, vault as sky, universe
βασιλεία, ας, ἡ (n) basileia, kingdom, royal rule, sovereignty