Certificate Manager -> Certificates 4096
Nice work so far.
I've been trying to add a new certificate which is 4096 Bits RSA Public / Private key. The certification manager / certificates accepts the certificate without a problem, however when you try to assign it afterwords to the admin console it is accepted without a problem but after reloading, the pfsense becomes totally unresponsive.
It took me a while to realise that the size of the certificate was the problem.
I don't know if it's possible, but it would be nice to either :when importing the certificate to have some kind of warning that only 2048 or lower certificates are allowed, or to have an extra column to the certificates overview with key sizes, or to warn when trying to assign to the admin console. I don't know what's best or what's possible.