Dear Raphael!
I have in my family three a rabbi Leibush Szydlowski that was the son of a Yosef. My theory is that my Rabbi Leibush Szydlowski is Yosef Charifs son rabbi Leib Pińczower. Based on my, my relatives and my distant relatives autosomal DNA-matches it seems that it could be plausible. Also given that my family is from Szydlow and Chmielnik originally. I think further investigation is needed but does it seem plausible Raphael as you probably have more insight to the descendants of Rabbi Jehuda Lejb Zak Shidlover?
Best regards,
Martin Szydlowski