Do you have a version of Adobe’s Creative Suite installed? If you export your fonts into a certain folder, they are immediately activated in Adobe apps. No restarting, no cache-emptying and no re-loading required.
Adobe Fonts Folder
When you export a font (Cmd-E), pay attention to the lower half of your Export dialog, where it says Export Destination:
Activate the Export Destination checkmark, click on the Path button and in the save dialog that appears, navigate to:
/Library/Application Support/Adobe/Fonts/. If the Fonts folder does not exist, just hit Cmd-Shift-N and create folder called
Fonts (with a capital F).
Any font saved into that folder will immediately be activated in all running Adobe apps, be it Photoshop, Illustrator or InDesign, no matter which CS or CC version.
Note: If you created the Fonts folder while an Adobe app was running, you do need to restart that app, but only this once. That’s because Adobe programs check for the presence of this folder at startup.
If you re-export the same font again, it will be overwritten in the Fonts folder. The changes take effect immediately. So you can simply switch back to your Adobe app and perhaps, if you’re quick enough, see the font update in realtime. Cool.
App-specific Fonts Folder
If you do not want to clutter all your CS font menus with your test exports, you have the option to only use InDesign for testing purposes. In that case, you simply export your fonts into the
Fonts folder inside the InDesign app folder:
Straight out of the box, only InDesign already has this folder. But actually, this trick works for any Adobe app. Just create a folder named Fonts inside its application folder, and export your fonts there. Again, if you create that folder while the app is running, you have to restart it that once, but then, you’re good to go forever after.
Tracking Down Problems
You may still run into problems, though, especially when a font does not seem to update after exporting into the Adobe Fonts folder. In that case, switch to InDesign and choose Type > Find Font…. In the upcoming dialog, select the font that is giving you a headache, then click on the Reveal in Finder button. You will be taken to the Finder location of the actual font file in use. This way, you can make sure if really the font you just exported is in use, or a previous version, or perhaps a conflicting font that is installed in one of the fonts folders of the system.
Unfortunately, other Adobe apps like Illustrator do not offer this button in their Type > Find Fonts… dialog, so you have to open InDesign for that. And, if you run into trouble in Illustrator, you will also have to check in the app-specific Fonts folder.
If that does not help find the problem, try emptying your Temp folder: In Glyphs, choose Script > Open Scripts Folder (Cmd-Shift-Y), and you are taken to the Application Support folder of Glyphs. Next to the Scripts folder, you will find a Temp folder. Open it, select everything in it (Cmd-A), and move the selection to the trash (Cmd-Delete). Then, back in Glyphs, export again (Cmd-E). An outdated file in the Temp folder of a project may interfere in the export process.
Update 2016-12-19: Updated screenshots, added Reveal in Finder trick.