Typography - Adding font

You have all your font files name webfont.xx

Do those match the actual files in the child theme? You have the same file name for both fonts, so I doubt it?

If updating those to the correct file names don't match, link me to the page where certain fonts aren't working and I'll take a look.

Hi Tom, since this was last discussed in February, has anything changed regarding adding custom fonts? If not, I'd like to throw my hat in the ring of people who would very much appreciate this feature integrated into GeneratePress from a branding standpoint.

1+ for the custom fonts integrated into GeneratePress as we have do it currently manually see for
example here:
https://generatepress.com/forums/topic/the-best-way-to-add-google-font-to-gp-child-theme-local-system-font/

The only thing making it difficult is an option to upload font files. I'm not sure if there's a way to do that securely from within WordPress.

Currently, you need to upload your files to your server, then use @font-face. Then you can at least add them to the Customizer options like this: https://docs.generatepress.com/article/generate_typography_default_fonts/