Holy Saturday posts have notoriously short shelf lives, but let me quote Pope Benedict XVI answering a question on Jesus' descent into Hell:
First of all, this descent of Jesus' soul should not be imagined as a geographical or a spatial trip, from one continent to another. It is the soul's journey. We have to remember that Jesus' soul always touches the Father, it is always in contact with the Father but, at the same time, this human soul extends to the very borders of the human being. In this sense it goes into the depths, into the lost places, to where all who do not arrive at their life's goal go, thus transcending the continents of the past. This word about the Lord's descent into Hell mainly means that Jesus reaches even the past, that the effectiveness of the Redemption does not begin in the year 0 or 30, but also goes to the past, embraces the past, all men and women of all time. The Church Fathers say, with a very beautiful image, that Jesus takes Adam and Eve, that is, humanity, by the hand and guides them forward, guides them on high. He thus creates access to God because humanity, on its own cannot arrive at God's level. He himself, being man, can take humanity by the hand and open the access. To what? To the reality we call Heaven. So this descent into Hell, that is, into the depth of the human being, into humanity's past, is an essential part of Jesus' mission, of His mission as Redeemer, and does not apply to us. Our lives are different. We are already redeemed by the Lord and we arrive before the Judge, after our death, under Jesus' gaze. On one had, this gaze will be purifying: I think that all of us, in greater or lesser measure, are in need of purification. Jesus’ gaze purifies us, thus making us capable of living with God, of living with the Saints, and above all of living in communion with those dear to us who have preceded us.
It's an interesting perspective, to speak of meeting people who have been waiting as reaching back into the past. It's a way of expressing God's loving-kindness for those who died before Jesus, that their salvation wasn't an afterthought or something squeezed in during some down time on a very busy weekend.