>You've convinced me to try out a font manager, thank you! :)
Haha! No problem. Fontbase is probably one of the most affordable (and has a free plan) not to mention easy on the eyes and to use, but I had issues with it not activating files from my Google Drive cloud via the Google Drive desktop app. So my main work PC uses Suitcase Fusion - more money annually, and not as beautiful to look at, but it does work with my Drive.
>Only other thought, if you're using a cloud storage that is on your desktop (I use onedrive personally), is there a way to change where DS is looking for font to look at the cloud where you have the font installed?
I don't think so - at least not from what I've seen. It looks like it's only looking for fonts that are in the Windows OS registry unfortunately with no option to change it. I did reach out to their support this morning so maybe they'll have a suggestion or work-around but I'm not holding out hope.
I think the Extensis Suitcase is a very robust and reliable software. But I love the flexibility that the FontExpert offer me. Both are great software.
They're not all installed, and are just residing in an archive folder for safe-keeping where they may be retrieved and added to Suitcase and activated when needed. I currently have 18738 fonts within suitcase, of which 1457 are temporarily active until the computer reboots.
Personally, I've always used Suitcase Fusion by Extensis. It's a little pricy, but for something I use every day, it's worth it.