in reply to
Net::SMTP::SSL on Windows 8
The error (from the debugger) seems pretty explicit - your process has failed to verify the certificate of the server. This may be due to a number of reasons, but my first guess would be that you do not have the correct Root CA cert (or intermediate cert) installed on your client machine, or at least not installed where your client code is looking for it. Find where that location is, see if the right root CA is there and if not, add it in. Hint: It might be Mozilla::CA that is missing or out of date.