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Questioning is an essential part of the experience of any spiritual seeker. The Torah urges and even demands of us to ask questions. BUT it is so important to be thoughtful about which questions we ask and how we ask. From the Mitzvah of Shemitah and the Ohr Hachayims comment there, to the story of Am Yisrael stuck between the Yam Suf and the approaching Egyptian army we learn about what are the proper questions and ways of questioning. Lastly the famous approach of Rav Soloveitchik from Fate and Destiny about how to question evil.
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