ReaderT:
Is being a good “judge” of the penitent’s walk very feasible for a priest in the Western setup (where people confess anonymously, to a priest they may have never seen before and will never see again)? I’m genuinely asking, because to me it seems that would be somewhat difficult
You raise a fair point, but remember this isn’t the only Western approach to confession. Yes, there should be the option to confess your sins anonymously, receive absolution, and leave…this is an act of mercy on the part of the Church. For some people with some sins, it would be psychologically extremely difficult to seek absolution any other way. But the more spiritually “mature” are still encouraged to seek out a spiritual director/father and regularly confess to him…even face to face.
I’ve experienced both many times - behind a screen and face to face with a priest I know.
Remember, in the Latin Church, the “law” is the bare minimum for salvation. You must
at least confess your sins once a year to a priest, even if anonymously behind a screen and to a priest you do not know. You must
at least fast on Ash Wednesday and Good Friday and abstain/do some penance on every Friday. You must
at least go to Mass on Sundays and certain major feast. But this is the bare minimum. As individuals mature in the faith, they should be building a relationship with a trusted priest…praying…fasting more…going to Mass more.
(As opposed to the Orthodox / Eastern tradition where the “law” is the ideal that people strive for).