|Rain| emailed me and I thought some of his reply may be interesting to you or other people:

The mIRC crash you described earlier seems to be caused by a bug with mIRC's certificate handling--that is, for whatever reason, it doesn't like the SSL certificates the server is providing.

I can't figure out exactly why mIRC has a problem with the certificates being used--it seems to work fine with self-signed certificates (which most IRC servers are probably using) and with externally signed certificates where it doesn't have the certificate of the external signer (e.g. a bona fide SSL certificate signed by a root CA; a default OpenSSL installation doesn't seem to include a list of root CAs or use the list Windows keeps.) The latter situation is the closest to the certificate warped.bluecherry.net is providing.