where do I upload the font file for Confluence

This question is in reference to Atlassian Documentation: Configuring the look and feel of your JIRA applications

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What "font file", and do you mean JIRA or Confluence?

Here's how to use web-served fonts:

https://davidsimpson.me/2011/12/09/wiki-web-fonts/

 

And here's how to upload and use custom fonts:

https://answers.atlassian.com/questions/9386799

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