Dated Server Running Adobe Programs Not Installing Fonts

Hello I work of a remote server and our programs are on this server. Since it is dated I am running an older Creative Cloud and several apps on older versions. In the last year or so I haven't been able to add fonts, luckily most of our clients are repeats but I do have clients who do use fonts not currently installed on my system. I access Adobe Fonts online and install there and on my personal laptop (not on the server it add it) However I need my files on the server as well as the programs and none of the apps are properly updating. I can't reinstall creative cloud, doesnt help. I close out and restart it doesn't help, there is a complete break down in communication between Adobe Fonts website and the apps. I would like to know of a proper work around for this. I have tried installing from the app itself and while it pulls up in the search, an install never happens. If I reopen it comes up with unavailable, and asks if I want to enable Adobe Fonts and it does absolutely nothing.

I apologize for the rambling, I have tried so many ways to work around it but it is absolutely terrible that the fonts I activate through Adobe cant be used on the Adobe Apps and for the clients who use it in their branding with Adobe Fonts as a reference.