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I am a religiously-unaffiliated philosophy professor seriously considering conversion to Judaism, and am currently learning as much as I can in order to make a decision. My reasons for wanting to convert are entirely my own - I find myself drawn to the religion's beliefs and practices and feel it may be where I belong. In my research I have found numerous books on the subject of conversion, however they normally focus on the process of conversion itself - the 'how'. Whilst this is certainly important, I feel I first need to tackle the question of 'should' on a deep and careful level. I would like to make a sincere spiritual and moral commitment, and I know that converting to Judaism is not a small or trivial commitment to make. Are you able to recommend any reading material that explores the question of 'should I convert?' in a deep and contemplative way? Something that explores not just the practicalities of the decision, but its deeper meaning in terms of one's moral commitments and relationship with God? I am particularly interested in the pros and cons in this respect, as I have sometimes encountered dire warnings that "It is better to be a righteous Gentile than to make a commitment that you cannot keep". I feel I will need to study and contemplate the pros and cons of conversions very deeply in order to choose wisely. Thank you for your time (and feel free to edit this overly-long question for clarity).
My girlfriend runs a business selling hand-spun tzitzit (fringes for a ritual prayer shawl). Recently, a customer asked her if he could send her his tallit (prayer shawl) and have her tie the new tzitzit directly onto it. She agreed, but was surprised to find, when the tallit arrived, that it was a Messianic (a non-Jewish, fully Christian group that usurps Jewish ritual and incorrectly incorporates it into non-Jewish worship) tallit, complete with a New-Testament quote on the atarah (the neckpiece). Would it still be OK to sell tzitzit to this customer? On the one hand, we're profiting from an arguably idolatrous practice, but, on the other, she's helping a (presumably) fellow Jew (albeit an apostate one) fulfill the mitzvah of wearing tzitzit. What Jewish values are at work here? And what should we do?

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