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It really seems to be a bug:
I can do whatever I like in Edit Book to include a custom font - there is always an error message ("Font not referenced in the book ...", see above). The font does indeed show up in Calibre's Book Viewer, but not on the device after sending it there.
If I open the book in Sigil, I need to change anything in the Stylesheet (remove a whitespace, copy the name of the font once more into the Stylesheet...), and then it works. Any check does not show an error. The font is also shown on the device afterwards.
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