The fonts defined in font-face sections (image 1) do not seem to match up with the font listing drop down (image 2). The text for font-family (in font-face) should appear in the drop down in the UI. So in this case (given image 1) I would expect to see “INGME”, “INGMEBOLD” and “Exo 2” in the drop down list. If you can provide a sample title, I can take a look.
You no longer have to install the fonts in the computer OS. They are all self-contained in the title’s HTML Extension object.
For the variations of fonts, you will have to define each variation as a font-face.