אנכי אערבנו מידי תבקשנו... וחטאתי לך כל הימים
Rashi explains Yehudah’s statement: “I will have sinned to you for all time” implies that Yehudah’s sin will transcend this world and will be held against him even in Olam Habba, the World to Come. This is a powerful commitment on the part of Yehudah. He is willing to accept banishment from both worlds, should he fail to bring Binyamin back to his father. Why was it necessary for Yehudah to make such a strong promise? Yaakov Avinu would have believed him even had he not promised to relinquish his Olam Habba. Horav Reuven Karlinstein, zl, explains that by accepting…