Question
Dear Rabbi, Teshuvah, repentance, seems illogical. True, a sinner should change his ways going forward. Yet, by what logic can a previous sin be forgiven? Why shouldn’t a person be punished for the bad he has done? Thanks!

Question
If someone comes to me on Yom Kippur (or in general) and apologizes for any wrong they did, but I never held anything against them, do I still need to "forgive"? Would it be forgiveness if I never thought they offended/upset me? Someone apologized to me for venting to me/arguing with my points but I never once thought twice about it. Does a person need to apologize for such things if the other party isn't upset by it? On their behalf, is it right to always assume you need to apologize because "it's better to be safe that way"? I feel like that kind of thinking would eat away at them

Question
Last year I got drunk one evening and had a fight with my then best friend while over her house. This escalated into further arguments in the coming days and we had a falling out. It’s a long story. She was so appalled she applied for a legal restraining order against me that was granted. The restraining orders forbids me to go near her or to contact her by any means, whether it be in-person, phone, mail, email, text, social media, or even a third party. If I do, I risk jail time. There is only one legal way I can contact her, and that is to send my desired communication to the overseeing judge, who in turn gets to decide whether or not to send the communication to her. These requests apparently can take weeks or months to be fulfilled from within the judge’s busy schedule, if they happen at all. As Yom Kippur is coming, I want to apologize for any wrongdoing and seek forgiveness from her. My only way legally to do that as I mentioned is through the judge. I sent a request to the judge around the beginning of Elul, thinking that was enough time, but so far have not heard back. I have repeatedly called the judge’s secretary, who keeps telling me he will get back to me when his schedule permits. The judge and secretary I am dealing with are both Jewish, and I thought they would therefore be understanding that I have a Yom Kippur deadline, which I explicitly stated to the secretary, but apparently this has not helped. I am not trying to restore our friendship. I do not want to ask too much out of her. I am just trying to get her to forgive me. That is all.

Question
Why is Yom Kippur referred to as ‘Yom Tzom Kippur’ in Unetaneh Tokef? Why is it called this exclusively here but not anywhere else?

Question
Dear Rabbi, I am planning to fast on this Yom Kippur for the first time and would like to have a better understanding of the essence of the day. Rabbi, how would you explain the idea of Yom Kippur so that I can hopefully have a more meaningful experience? Thanks.

Question
Dear Rabbi, I am planning to fast on this Yom Kippur for the first time and would like to have a better understanding of the essence of the day. Rabbi, how would you explain the idea of Yom Kippur so that I can hopefully have a more meaningful experience? Thanks.