Requesting Forgiveness from an Offended Colleague
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Question
Hello, I had a disagreement with my secular manager, and she resigned because of it. She blames me. I tried writing to her twice, but she hasn't responded. How many times should I attempt to ask for forgiveness?
Answer
Hello and blessings
You should try three times.
If it seems beneficial, you should send other people to persuade her to forgive. However, sometimes this approach may not be helpful and could even exacerbate the disagreement. It all depends on the situation.
Source
Shulchan Aruch, Orach Chaim, Siman 606, סעיף 1
Transgressions between a person and their fellow are not atoned for on Yom Kippur until they appease them; even if they only offended them with words, they must appease them; if they are not appeased the first time, they should return and go a second and third time, each time taking three people with them, and if they are not appeased after three times, they are not required to try further.