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I have had this issue occur many times and I am not sure why. When I go to activate a font in a program using the "find more" tab, it will say it is activated on my account at fonts.adobe.com, but not activate in program even after restarting. If I try to sync in the programagain but it will sit and think about it and never activate. No error messaging is given. I am currently trying to activate Gill Sans Nova Inline SemiBold but shortly before this, I had the same issue with Ethnocentric. Luckily Ethnocentric did eventually sync after multiple attempts. My Adobe account is through my employer, so could that be part of the issue? Thoughts?
I'm sorry to hear you're having trouble. Did the issue resolve? If not, please confirm you have followed the suggestions in our troubleshooting article: https://helpx.adobe.com/fonts/user-guide.html/fonts/kb/troubleshoot-font-activation.ug.html
> Tell us whether you are attempting to activate fonts within Creative Cloud Desktop when the issue occurs, or if you are activating from the Adobe Fonts website.
> Attach the recent CoreSync logs from your computer so we can take a closer look–
On OS X:
1. Open the Finder
2. under the Go menu, select "Go To Folder"
3. in the window that opens, type: ~/Library/Logs/CreativeCloud/CoreSync/
1. Open Windows Explorer
2. The log folder is hidden by default, so make sure that hidden folders and files are visible. Under the Organize menu, select Preferences and then the View tab. Choose the "Show hidden files, folders, & drives." option, then click Apply to confirm the changes.
3. Go to C:\Users\(username)\AppData\Local\Temp\CreativeCloud\CoreSync\
where "(username)" is the name of your user folder on your computer.
Attach the 3 or 4 most recent CoreSync-yyyy-MM-dd.log files and please specify whether you are activating fonts in Creative Cloud Desktop or on the Adobe Fonts site.