Matthew 5:4

Blessed are they that mourn: for they shall be comforted.
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Ambrose of Milan

AD 397
When you have done thus much, attained both poverty and meekness, remember that you are a sinner, mourn your sins, as He proceeds, “Blessed are they that mourn.” And it is suitable that the third blessing should be of those that mourn for sin, for it is the Trinity that forgives sin.
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Augustine of Hippo

AD 430
Serm. in Mont., i, 2: Otherwise; mourning is sorrow for the loss of what is dear; but those that are turned to God lose the things that they held dear in this world; and as they have now no longer any joy in such things as before they had joy in, their sorrow may not be healed till there is formed within them a love of eternal things. They shall then be comforted by the Holy Spirit, who is therefore chiefly called, The Paraclete, that is, “Comforter;’ so that for the loss of their temporal joys, they shall gain eternal joys. Suitably, therefore, consolation is promised to them that mourn, that he who has sorrow at this present may have joy hereafter. But the reward of the mourner is greater than that of the pooror the meek, for “to rejoice” in the kingdom is more than to have it, or to possess it; for many things we possess in sorrow.

Augustine of Hippo

AD 430
To the mourners comfort, as to those who know what they have lost, and in what evils they are sunk: Blessed are they that mourn, for they shall be comforted.
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Augustine of Hippo

AD 430
Mourning is sorrow arising from the loss of things held dear; but those who are converted to God lose those things which they were accustomed to embrace as dear in this world: for they do not rejoice in those things in which they formerly rejoiced; and until the love of eternal things be in them, they are wounded by some measure of grief. Therefore they will be comforted by the Holy Spirit, who on this account chiefly is called the Paraclete, i.e. the Comforter, in order that, while losing the temporal joy, they may enjoy to the full that which is eternal.

Chromatius of Aquileia

AD 407
As with Jesus’ earlier teaching on the poor, here too he speaks of those who mourn. The blessed of whom he speaks are not those bereaving the death of a spouse or the loss of cherished servants. Rather, he is speaking of those blessed persons who … do not cease to mourn over the iniquity of the world or the offenses of sinners with a pious, dutybound sentiment. To those who mourn righteously, therefore, they will receive, and not undeservedly, the consolation of eternal rejoicing promised by the Lord. .
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George Leo Haydock

AD 1849
The land of the living, or the kingdom of heaven. The evangelist prefers calling it the land of the living in this place, to show that the meek, the humble, and the oppressed, who are spoiled of the possession of this earth by the powerful and the proud, shall obtain the inheritance of a better land. (Menochius) "They shall possess the land "is the reward annexed by our Saviour to meekness, that he might not differ in any point from the old law, so well known to the persons he was addressing. David, in psalm xxxvi, had made the same promise to the meek. If temporal blessings are promised to some of the virtues in the beatitudes, it is that temporal blessings might always accompany the more solid rewards of grace. But spiritual rewards are always the principal, always ranked in the first place, all who practice these virtues are pronounced blessed. (Hom. xv.)

Hilary of Poitiers

AD 368
Those that mourn, that is, not loss of kindred, affronts, or losses, but who weep for past sins.
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Jerome

AD 420
The mourning discussed here does not concern the common natural law of the dead but rather their sins and vices. Thus Samuel grieved over Saul, and the Lord repented that he had made Saul king over Israel. Also Paul the apostle says that he wept and mourned over those who, after committing fornication and impure deeds, did not feel the need of repentance. .
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Jerome

AD 420
For the mourning here meant is not for the dead by common course of nature, but for the dead in sins, and vices. Thus Samuel mourned for Saul, thus the Apostle Paul mourned for those who had not performed penance after uncleanness.
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John Chrysostom

AD 407
He calls blessed even those who mourn. Their sorrow is of a special kind. He did not designate them simply as sad but as intensely grieving. Therefore he did not say “they that sorrow” but “they that mourn.” This Beatitude is designed to draw believers toward a Christian disposition. Those who grieve for someone else—their child or wife or any other lost relation—have no fondness for gain or pleasure during the period of their sorrow. They do not aim at glory. They are not provoked by insults nor led captive by envy nor beset by any other passion. Their grief alone occupies the whole of their attention. The Gospel of Matthew, Homily

John Chrysostom

AD 407
Now having begun, as you see, where most need was, He proceeds to another commandment, one which seems to be opposed to the judgment of the whole world. For whereas all think that they who rejoice are enviable, those in dejection, poverty, and mourning, wretched, He calls these blessed rather than those; saying thus, Blessed are they that mourn. Matthew 5:4 Yet surely all men call them miserable. For therefore He wrought the miracles beforehand, that in such enactments as these He might be entitled to credit. And here too again he designated not simply all that mourn, but all that do so for sins: since surely that other kind of mourning is forbidden, and that earnestly, which relates to anything of this life. This Paul also clearly declared, when he said, The sorrow of the world works death, but godly sorrow works repentance unto salvation, not to be repented of. These then He too Himself calls blessed, whose sorrow is of that kind; yet not simply them that sorrow did He de...
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John Chrysostom

AD 407
And they who weep for their own sins are blessed, but much more so who weep for others’ sins; so should all teachers do. The “comfort” of mourners is the ceasing of their mourning; they then who mourn their own sins shall be consoled when they have received remittance thereof. And though it were enough for such to receive pardon, yet He rests not His mercy only there, but makes them partakers of many comforts both here and hereafter. God’s mercies are always greater than our troubles. But they also who mourn for others’ sin shall be comforted, inasmuch as they shall own God’s providence in that worldly generation, understanding that they who had perished were not of God, out of whose hand none can snatch. For these leaving to mourn, they shall be comforted in their own blessedness. We may remark that this blessing is given not simply, but with great force and emphasis; it is not simply, ‘who have grief,’ but “who mourn.” And indeed this command is the sum of all philosophy. For if they...

Theophylact of Ochrid

AD 1107
. "Blessed are they that mourn" for their sins, not for things of this life. Christ said, "They that mourn," that is, they that are mourning incessantly and not just one time; and not only for our own sins, but for those of our neighbor. "They shall be comforted" both in this life, for he who mourns for his sin rejoices spiritually, and even more so in the next life.
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Knowing this first, that no prophecy of the scripture is of any private interpretation - 2 Peter 1:20

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