In unicode the default is still SS [1] while the Germans seem to have changed it to ẞ [2]. That means now it's the same on every system, but once the unicode standard changes and some systems get updated and others not there will be different behavior of len("ß".upper()) around.

I don't know how or if systems deal with this, but ß should be printed as ss if ß is unavailable in the font. It's possible this is completely up to the user.

[1] https://unicode.org/faq/casemap_charprop.html [2] https://www.rechtschreibrat.com/DOX/RfdR_Amtliches-Regelwerk...