I have been fighting this same fight the last two days. I have moved to working through it on the command line with fmsadmin certificate but that's not getting me anywhere either. I'm not sure what's going on.
I'll try to update you if I figure out what the issue is.
Wow. This really is a confusing one. I'm still working on it, but still have no resolution.
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ok, I figured it out. The problem is the instructions from Filemaker do not seem to be fully correct. At the end of the instructions for setting up the SSL cert via the command line (The only way I could get it to work properly) it says to restart the database server.
However, what I have seen here is that you much reboot the machine hosting the database server. Once I did that, everything worked flawlessly.
Is the documentation you are referring to the online "Importing an existing SSL certificate into FileMaker Server" page?