As the Rama (ibid) writes, during the עי"ת, every person should thoroughly search his deeds and to repent for them now. And how careful we have to be, he writes, that we must do more teshuvah for a possible aveirah more so than for an aveirah which we know we did! After all, a person will tend to regret more that which he knows he did and neglect that which he only might have done. We have this din by a asham taluy, a guilt offering. An asham taluy must be more expensive than a chatat, a sin offering. These days are so intrinsically filled with awe and Yirat Shamayim if we would only realize it! If we would only internalize this, how high would our neshamot reach come Yom Kippur!
We say on Rosh Hashanah and again on Yom Kippur: ונתנה תוקף לקדושת היום כי הוא נורא ואיום. How holy, awesome, and fearsome are these days! We now lie in between these two days, between the writing of our judgment and its being sealed. This is our chance to change it all for the better. I heard from one of my rebbeim that one reason why we say המלך הקדוש now is because a melech can override any decree. He controls the law, and therefore we are saying that Hashem can override any preexisting decree for bad. Rav Yehonatan Ivshitz tz”l writes that on each day of the week between Rosh HaShanah and Yom Kippur, we can atone for that day of week from the past year. We still have a chance; these days should not be taken lightly.
Rav Gershon Yankelowitz shlit”a, one of the senior Roshei Yeshiva of YU, learned in the Mir Yeshiva in
In light of everything we have said so far, this is also time when people usually take on temporary chumras, such as Pat Yisrael specified by the Shulchan Aruch, and Chalav Yisrael. These should not be viewed as externals for the sake of externals. As it says in Mesilat Yesharim, there is always a flame burning within a person, but sometimes he needs to make himself do acts which are simply external in order to bring that flame out. This is not impossible. We can arouse ourselves and come to do proper teshuvah if we would only take these few steps forward. Chazal teach us that if one comes to do teshuvah Hashem will help him! But how does it help to take on an extra chumra or minhag for ten days? Isn’t it just temporary? We must say that a person can grow; perhaps he will maintain he new chumra or perhaps it can “recharge” him for when he goes back to his rest-of-the-year lifestyle. Rav Dessler writes that people are stubborn. We are doing this to show that although we do one thing during the rest of the year, we can now break a habit. We now have a chance to show HaKadosh Boruch Hu and ourselves that we are capable of more and can be better ovdei Hashem.
Here’s an interesting story of teshuvah that I read:
Rav Levi Yitzchak of Berditchov once went over to a certain rasha and asked him “Is it possible that I might be jealous of you?” The man amazedly replied, “what could the Rebbe be jealous of me for?” Rav Levi Yitzchak replied, “Chazal have taught us (Yoma 86b) that ‘if one does teshuvah out of love for Hashem, his intentional aveirot will become merits for him.’ See now, if a great baal aveirah like you would do teshuvah wholeheartedly, and have all of his aveirot turned to zchuyot, how many mitzvot you would have! Without a doubt you would have more mitzvot and zchuyot than me!” The Rebbe then took hold of the man’s garment and entreated him until the rasha resolved in his heart to do complete teshuvah.
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