Psalm 56

You keep count of my wanderings; put my tears into Your flask, into Your record. (56:9)

This verse is reminiscent of the central metaphor of Rosh Hashanah – that God keeps a record of our “wanderings.” The Jewish path of behavior is called halakha. I imagine that wandering might represent our straying off the path of halakha.

The High Holiday amidah, in a section called “unetaneh tokef,” suggests that through teshuvah, tefillah, and tzedakah – repentance, prayer, and giving, we might lesson the severity of the decree against us. The first two items on the list, repentance and prayer, go hand in hand with tears.

In order to repent properly, one has to virtually break one’s heart. If we have committed some kind of harm against another person, in order to make amends we need to absolutely feel the pain that we caused. An apology should be felt in the kishkas … we have to feel as if we caused a rip in the fabric of another person’s universe, which is precisely what we did when he committed the harm. The tears are the tearing of the fabric of our own universe experiencing the pain of the other.

Prayer is only effective for the purpose of lesson a Divine decree against us when it pours forth from a broken heart. Prayer is meant to be a transformative experience. We ought not to ask for a gift on a silver platter, but rather ask the Divine Blessed One to help us realign ourselves and become the person created in God’s image that we were meant to be. These are the tears that I shed in the process of changing my fate, that I’d like to be entered into the record.

Psalm 55

It is not an enemy who reviles me — I could bear that; it is not my foe who vaunts himself against me — I could hide from him; but it is you, my equal, my companion, my friend. (55:13-14)

The most stinging criticism comes from those closest to us.

We expect our foes to hate us. No matter what they say, we know that their words are tainted by their inherent bias against us, and therefore we don’t need to listen to them. But is is true that just because we know they they are unreasonable and twist the truth and that we don’t need to pay attention to them, that their words don’t hurt? No, it’s not true. It does hurt. There are people who hate me, and the thought that they hate me sometimes keeps me up at night. But at least I know that the criticism they have leveled against me is unreasonable.

When those who love us reprove us, it is painful, and because the words are coming from someone who cares, there is no way around the truth of the reproach. The criticism hurts precisely because it is reasonable. Criticism which is true is painful because it strikes at the heart of my personal identity. Those who are closest to us and know us the best know our weaknesses and know exactly where our faults lay.

The hardest thing to do is to really listen to our equals, our companions, our friends, as they share a difficult truth with us. But if we refrain from hiding from their words but rather really listen to them, we have the chance to learn and grow.