A priest issues whatever penance he believes you are capable of.

In theory, a priest could tell you to go on a pilgrimage to the Holy Land, if he knew you had the means and will to do it.

Then that's insulting if he thinks I can handle a only single Hail Mary

Perhaps you should not be so prideful if you feel insulted by a priest's penance?

That aside, isn't your penance supposed to help you overcome your sin?

Yes

I don't think it's prideful to think that any baseline Catholic is capable of doing more penance than a single Hail Mary

Unless a priest is breaking canon law, you have every obligation to follow his issued penance.

Nothing is stopping you from doing more yourself, but you shouldn't feel insulted.

I'm not disputing the necessity of following the penance described

But I don't agree with you that it's based on capability alone

I'm only insulted if it's solely judged on capability

You shouldn't be insulted. Exercise humility.

If you don't receive any penance whatsoever, you ought to ask for some.

I mean, penance is a vital part of one's salvation.

If it's based on necessity though, then I see the need to exercise humility from a light penance. But I can still wonder when it's a particular priest giving light ones when the same sin earns me a rosary for a week from another

Well, believe it or not, priests aren't one collective mind.

What's the point in distinguishing degrees of sin when they are being treated the same? Shouldn't a more severe one elicit more penance just like it damages the relationship with God more severely?

No need to ask

It is neither here nor there what sin he committed.

That's not right.

Unless he is your designated confessor, he should not repeat sins mentioned in another confession.

Well, he can't exactly stop that. But he is still forbidden from mentioning such.

I don't mind since it's so common and it's almost routed out. Impurity with self

If he does, it's probably him needing confession.

Sins must be repeated from an earlier confession if a sin was knowingly omitted in it

Yes

As well as confessing you knowingly did not tell the priest a sin

Repeated by you, not your confessor.

They shouldn't.

That's not a valid excuse.

I can't talk to someone other than my primary confessor against my personal weaknesses? Guess my spiritual director's screwed.

Also isn't it written that God too eventually tries of our repeated offenses?

If you keep repeating a sin after a considerable amount of confessions you’re not really repenting

And the more an offense is repeated the more evidence that it's an entrenched problem that needs harsher measures to curb

And what Mawler said, your ability to be contrite erodes with each repitition

If you keep doing it, it would raise doubts regarding actual intentions

Remember that confession begins in one’s self

@MawLr not necessarily true. Look at St Mark Ji Tianxiang.

Habitual sin is a terrible cross to bear.

That’s alsp true