It seems that Matisyahu is trying to stick it to the frum world by going off the derech in a very public manner. First he chopped off his beard, which is almost as bad as coming to shul in those skinny jeans of his, then he cut off his peyos in a marijuana induced stupor, and finally he decided to do a show on Tisha B’Av. Until now, all of these things were reasonable heterim.
If regular kiruv professionals can get a heter kiruv to hire a goya to push their kids to shul on shabbos within an eruv they don’t hold by, then surely someone as cash-strapped as Matisyahu could get a heter parnassah to play shows on such a minor fast day as Tisha B’Av and shave his beard to up record sales. I’m not that sure about the peyos thing, but I hear Rav Moshe has a teshuva on at what length the peyos actually have to end – but eating on Yom Kippur is the last straw.
Here was his response to the question asked by stunned fans:
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