I know this is an old thread, but thought I'd thow some other info out there for anyone else running into this issue. If you are using a self-generated SSL certificate, does your Mac trust the certificate? I don't remember the steps, but found them by googling. You need to make sure your Mac OS system trusts your certificate.
Originally Posted by nsheridan
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I've just downloaded the Adium client which uses the same connection setting to GWM and it works.
Is there a setting or change that needs to be made to the Mac GWM client that isn't published?
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