Sechel Hayashar: ““My challenge, I suppose it could be called, was to find me someone who was told to keep his mesorah when it would not be so obvious that he was choshuv and/or from the outside, for example, to keep winding tefillin the other way, to keep wearing non-lubavitch tallis/tzitzis.”
I explained in a previous post the difference between Minhag and Halachic Shita. The two examples you bring are in the latter category. ”
The way one winds one’s tefillin is most definitely not a matter of Halacha. Neither is lubvitcher tzitzis with the way they do chulyos or the types of stripes they have on their talleisim. Pure minhog. IN fact in Rav Shulchon Oruch it does not say which way to wind the tefillin or that one should have chulyos.