Same font, different name parsing on Mac and Windows
Download Roboto and Roboto Condensed from Google Fonts (This form doesn't allow me to add ttf files or a zip) and open the XD file attached (saved on Windows) on Mac. The condensed font variant is not found. When you replace the links and save, they will not be found on Windows.
The two systems work differently for font variants. Windows lumps variants under one name, Mac keeps them separate. We need XD to understand these differences and look for both versions.
Here is a discussion where I already described it: https://forums.adobe.com/message/10986982
Thanks for looking into it.