Apple Configurator 2 is an incredibly useful tool. One of the things you can do with Apple Configurator 1 and Apple Configurator 2 is to install fonts on an iOS device. To do so, first open Apple Configurator 2 and click on an existing profile or create a new profile for the font installation. Here, we’ll select New Profile from the File menu.
At the Untitled screen, we’ll enter Fonts, as that’s all this profile will do.
Next, scroll down in the list along the left sidebar until you see Font. Click on Font and then click on Configure.
You are then presented with a dialog box to select a font file. Browse to the font you’d like to deploy and then click on Select (here I’m in /Library/Fonts).
Click on the plus sign (+) in the upper right corner of the screen if you’d like to deploy more fonts with this profile, or close the screen to be prompted with a dialog to save the profile you have just created.
When saving, you will be prompted with a standard Finder dialog to save the profile to your drive.
As you can see, the Font portion of the profile is just the binary representation of the font, so you won’t be able to ascertain much from that, but it’s now ready be deployed to devices directly via Apple Configurator 2 or using an MDM solution.
Now deploy the profile and the device will get the desired font(s)!