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I think you are misunderstanding the Gemara. You are taking it that we know that Tefillin require a Guf Naki from Elisha Baal Kenafaim. The point, however is different. It is that the Guf Naki has to be to the degree that Elisha Baal Kenafaim had one, to the point where he merited the miracle. It is an emphasis on how careful you have to be with it, not the ...


Tosfos answer, because a miracle occurred for the sake of his wearing tefillin. Only if he were wearing tefillin properly, i.e. with a clean body, would he merit such a miracle.


If you look at a sefer torah written in the 'Sefaradi' style you will see that the Shin is not quite the same as the one you posted. Although it does have more of a base, you will see that it is still on a tilt. Only the bottom left corner reaches the bottom, the right side is raised. See this image for an example (from here):


Indeed, the Beit Yosef (OC 36) cites the Gemara you reference and claims that the ש should have a pointed base. The Peri Megadim (EA end of 32) is unsure if this is a necessary component of the letter. The Keset HaSofer (5:2:ש) implies it would be Kosher Bedieved, but one should be very careful to avoid a flat base. The Mishna Berura (Mishnat Sofrim ש) is ...

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