Rav Shmuel Honigwachs, Rabbi Daniel Dombroff, Rabbi Yosef Kushner
Answer:
Rabbi Honigachs – The first notion to keep in mind is that if a business can close on Shabbos, it must. We do not say that a business may remain open on Shabbos at all costs simply because otherwise it would need to close or because the owner wants to earn a respectable profit.
However, certain businesses, such as nursing homes must stay open since they have a legal arrangement to stay open. In these cases, the poskim attempt to create a heter to allow them to function. This "heter mechira" is considered a more bedi'eved one, and some rabbanim do not allow it. Therefore, it is preferable to use a better heter if at all possible.
(But) in my experience, when purchasing a nursing home, it often takes time to work out the details of how to manage the business on Shabbos (especially if it is located in places where there are no religious Jews and the employees are not familiar with the rules of Shabbos). In these cases, it is indeed necessary to take the more bedi'eved heter of selling the business to a non-Jew (at least to start off with).
Rabbi Dombroff – One of the issues raised with selling the business to a non-Jew is that it appears to be a ha'arama, or halachic loophole. This is definitely mentioned by the poskim as a potential issue, as the solution can appear to be not so serious, and the heter mechira doesn't really change the situation, as even though it is "technically" sold to a goy, the employees are still essentially working for the Jewish owner. He is still the CEO for all practical purposes.
At the Bais Havaad, we work very hard to reduce the ha'arama and structure the sale in a professional way, with the basic idea being that the Jew sells the non-Jew a portion of the business. The non-Jew does not pay for it up front, and will therefore have a large financial obligation. The seller is therefore more entitled to take ribbis (interest) from him, and the Jew consequently has intrinsic rights to a large amount of the money earned on Shabbos by the gentile.
Nevertheless, the body of the document is quite real and effective legally, and many safety features are also inserted to ensure that no one is harmed financially.
Putting all of the practical considerations aside, we should also note that according to the Chasam Sofer, ha'arama is not absolutely forbidden, neither here nor regarding mechiras chametz, as in his opinion, we cannot create new cases of ha'arama. Rather, only cases defined by the Gemara as ha'arama (see, e.g. Shabbos 139b) constitute a halachic problem.
Rav Moshe Feinstein has a fascinating teshuva about timers. He argues that Chazal would have forbidden timers because of amira l'akum. The prevalent minhag is not according to Rav Moshe's more stringent position about timers. However, it is interesting to note that Rav Moshe probably would hold that using robots to do melacha on Shabbos (which could theoretically be possible at some point) might also be problematic due to the concern of mimtzo chefetzecha (having one's business dealings taken care of on Shabbos). The point is that we must ensure that the owner is disconnected from the Shabbos desecration that takes place in his business, and this point is relevant in our situation as well.
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