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TominAdelaide
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I’m not sure if this question has ever been formally defined by the Church, but this is from “Stories about Purgatory and What They Reveal” by an Ursiline of Sligo (the work has the nihil obstat and imprimatur):
Two distinguished members of the Dominican Order, Father Bertrand and Father Benedict, were one day engaged in the discussion of the question—whether it is an act of greater charity to labor for the relief of the souls in Purgatory or for the conversion of sinners? Father Bertrand took the latter view, and said that Our Divine Lord came on earth expressly to seek and save the sinner—that he is in continual danger of being eternally lost, and that to co-operate in his salvation is to participate in the work of redemption; while, on the other hand, he argued that the souls in Purgatory are already in a state of security as to their future felicity, and that if they suffer torments it is only for a time, after which they shall enjoy the endless glories of Paradise.
Father Benedict defended the cause of the Holy Souls in Purgatory, and remarked that Our Blessed Lord after His death descended in person to deliver them; that if sinners are immersed in sin the fault is their own; that they can, with God’s grace, free themselves whenever they so wish; while the souls in Purgatory are detained in cruel sufferings without the possibility of doing anything toward their own relief. That in the same way as it would be more praiseworthy to assist a poor invalid who has not the use of his limbs than a mendicant who is strong and need not remain in wretchedness except from choice, thus also is it more meritorious to concern oneself about the souls in Purgatory than about sinners, though, of course, well-regulated charity will be solicitous about both.
But Father Bertrand did not yield to these strong arguments, and in consequence Our Lord permitted one of the suffering souls to come to him at night bearing a heavy burden, which he placed on the shoulders of the religious, causing him almost intolerable fatigue and pain. He thus understood by experience the truth which he had argued against in his discussion. From that time forth he applied himself with great diligence to the aid of the Suffering Souls, and became as remarkable for devotion to them as before he had appeared wanting in that respect. It would appear as if the authority of St. Thomas might be quoted on the side of Father Benedict, as he says: “Prayer for the dead is more acceptable than for the living, for the dead are in greater need of it, and cannot help themselves as the living can.”
https://www.amazon.com/Stories-about-Purgatory-What-Reveal/dp/0895557991/ref=sr_1_1?dchild=1&keywords=“Stories+about+Purgatory+and+What+They+Reveal”&qid=1593513443&sr=8-1
Two distinguished members of the Dominican Order, Father Bertrand and Father Benedict, were one day engaged in the discussion of the question—whether it is an act of greater charity to labor for the relief of the souls in Purgatory or for the conversion of sinners? Father Bertrand took the latter view, and said that Our Divine Lord came on earth expressly to seek and save the sinner—that he is in continual danger of being eternally lost, and that to co-operate in his salvation is to participate in the work of redemption; while, on the other hand, he argued that the souls in Purgatory are already in a state of security as to their future felicity, and that if they suffer torments it is only for a time, after which they shall enjoy the endless glories of Paradise.
Father Benedict defended the cause of the Holy Souls in Purgatory, and remarked that Our Blessed Lord after His death descended in person to deliver them; that if sinners are immersed in sin the fault is their own; that they can, with God’s grace, free themselves whenever they so wish; while the souls in Purgatory are detained in cruel sufferings without the possibility of doing anything toward their own relief. That in the same way as it would be more praiseworthy to assist a poor invalid who has not the use of his limbs than a mendicant who is strong and need not remain in wretchedness except from choice, thus also is it more meritorious to concern oneself about the souls in Purgatory than about sinners, though, of course, well-regulated charity will be solicitous about both.
But Father Bertrand did not yield to these strong arguments, and in consequence Our Lord permitted one of the suffering souls to come to him at night bearing a heavy burden, which he placed on the shoulders of the religious, causing him almost intolerable fatigue and pain. He thus understood by experience the truth which he had argued against in his discussion. From that time forth he applied himself with great diligence to the aid of the Suffering Souls, and became as remarkable for devotion to them as before he had appeared wanting in that respect. It would appear as if the authority of St. Thomas might be quoted on the side of Father Benedict, as he says: “Prayer for the dead is more acceptable than for the living, for the dead are in greater need of it, and cannot help themselves as the living can.”
https://www.amazon.com/Stories-about-Purgatory-What-Reveal/dp/0895557991/ref=sr_1_1?dchild=1&keywords=“Stories+about+Purgatory+and+What+They+Reveal”&qid=1593513443&sr=8-1