Summary: Are there times that we won't find comfort when we mourn and what is Jesus talking about when he says blessed are those who mourn?
I believe that there is a definite order to the beatitudes.
Jesus started out saying blessed are those who are poor in spirit for they will inherit the kingdom of heaven.
When we recognize our spiritual poverty and come to the Lord for salvation recognizing it is all from Him and nothing from us, and we receive that salvation from Him, we enter into that relationship that He offers.
It is only in the midst of that relationship with the living God, that there will be any comfort in our mourning.
Now that being said, I believe that there are times, even for those in relationship with the Lord, that we only find comfort when we mourn with proper perspective.
For example, I believe that
Comfort is found as we
Recognize God’s Provision as we mourn our Loss
When David’s son Absalom, who sought to kill and overthrow David was killed, David at first began to mourn the death of Absalom without recognizing how God had protected David and his family and ultimately the nation of Israel.
We read that as the men returned, from this victory for David and Israel, David was off grieving.
2 Samuel 19:1 (quickview)  - Joab was told, "The king is weeping and mourning for Absalom." 2 And for the whole army the victory that day was turned into mourning, because on that day the troops heard it said, "The king is grieving for his son."
Joab goes to the king to remind Him of how his life and the lives of the rest of his family and army and ultimately the nation had been protected that day with the death of Absalom.
2 Samuel 19:5-7 (quickview) , "Today you have humiliated all your men, who have just saved your life and the lives of your sons and daughters and the lives of your wives and concubines. 6 You love those who hate you and hate those who love you. You have made it clear today that the commanders and their men mean nothing to you. I see that you would be pleased if Absalom were alive today and all of us were dead.
7 Now go out and encourage your men. I swear by the LORD that if you don't go out, not a man will be left with you by nightfall. This will be worse for you than all the calamities that have come upon you from your youth till now."
Now we can understand David mourning his son. We have a love for our children even when they do wrong.
But David, at first failed to recognize God’s provision and blessing upon him. After being rebuked by Joab, he comes out even amid his mourning to honor his men, recognizing that God protected and provided for David in the midst of this.
Now, even when someone dies or an event happens that is in opposition to God, God is not pleased that the wicked have perished.
He says in
23 Do I take any pleasure in the death of the wicked? declares the Sovereign LORD. Rather, am I not pleased when they turn from their ways and live?...32 For I take no pleasure in the death of anyone, declares the Sovereign LORD. Repent and live!
But even as we may mourn the loss of someone we loved, even though their actions may have caused their death, we need to keep in perspective God’s provision if their life would result in our death.