@NewSense - thank you so much for the detailed reply, this was VERY helpful!

So I put an OT TTF (Helvetica Now MT TEXT TTF) and an OT CFF font (SYNTAX PRO ROMAN OTF) into SYS:FONTS:_ttf

Here I noticed the first strange incident. After copying the two files:

HelveticaNowMTText.ttf
SyntaxLTPro-Roman.otf

to SYS:FONTS:_ttf, I received

._HelveticaNowMTText.ttf
SyntaxLTPro-Roman.otf

So for some reason, the system renamed the ttf but not the otf.

I then went to MORPHOS STORAGE and downloaded MORPHEUS. It seems to be a Unicode-able Wordprocessor.

And low and behold - it showed SyntaxLTPro-Roman in its list of fonts. I selected it - and it worked just fine! Success (the app as such is pretty clunky, though). However, I could not find the font in any other font list (which only seems to load the system fonts).

I also could not get the TTF to work. It did not show up anywhere, not even MORPHEUS was able to see it. I renamed it, removing the ._ but that did not help either. Will continue to look into this. Fascinating.