Seems contradictory to me. The Church teaches about the existence of Hell and how one can end up there, but Fr. Barron is saying the Church isn’t obliging that we believe anyone’s there. Obviously the Church (or anyone) can state for a fact that a particular person is in Hell. However, by its existence and the knowledge of how one ends up there - denying God and turning away from Him, it would appear that the Church is saying its very real that there are those in Hell.
And yes Judas comes to mind as another person mentioned!
From Fr. Barron…
“We shouldn’t talk about God capriciously sending people to hell. We should think of Hell this way…If anyone’s in it, and by the way, the Church isn’t obliging that anyone to believe that any human being is in Hell”. @ 6:38 of the video in the link.
From CCC on Hell
1033 We cannot be united with God unless we freely choose to love him. But we cannot love God if we sin gravely against him, against our neighbor or against ourselves: “He who does not love remains in death. Anyone who hates his brother is a murderer, and you know that no murderer has eternal life abiding in him.” Our Lord warns us that we shall be separated from him if we fail to meet the serious needs of the poor and the little ones who are his brethren. To die in mortal sin without repenting and accepting God’s merciful love means remaining separated from him for ever by our own free choice. This state of definitive self-exclusion from communion with God and the blessed is called “hell.”
1034 Jesus often speaks of “Gehenna” of “the unquenchable fire” reserved for those who to the end of their lives refuse to believe and be converted, where both soul and body can be lost. Jesus solemnly proclaims that he “will send his angels, and they will gather . . . all evil doers, and throw them into the furnace of fire,” and that he will pronounce the condemnation: “Depart from me, you cursed, into the eternal fire!”