https://bugs.winehq.org/show_bug.cgi?id=39387
--- Comment #4 from Ken Thomases ken@codeweavers.com --- (In reply to Ken Thomases from comment #3)
However, I'm not sure what's really correct. If I'm interpreting the +font log correctly, the whole string is supposed to be rendered bold.
OK, comparing the installer text with Notepad, I see that the the Correct "W" screenshot really is bold already and that Corrupted "W" is weird for some reason. But, in any case, the difference from Linux seems to be a consequence of the specific version of the font. FreeType handles the Mac version oddly.