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Is there a way I can add a file (and what type would it be) to the symbols or special characters for use as a custom emoji? If so, would there be a way to set a key to it?

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If you want to make a custom emoji, you would need to create a font that contains the glyph for it. Common font creation apps for OS X are FontForge, FontLab, RoboFont, Type, and Glyphs.

Once it is in a font, you can set a keyboard shortcut for it in system prefs/keyboard/text.

Of course other people's computers will not display your emoji unless they have your font installed, except in cases where you can embed it, such as a pdf or via a webfont placed on a server.

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