Your mail server may not have a valid or a self-signed SSL certificate. If it's only the same server I'd recommend not to use encryption at all.
[Mail] Failed to start TLS encryption - SMTP - $50 REWARD TO FIX
[Mail] Failed to start TLS encryption - SMTP - $50 REWARD TO FIX
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Failed to start TLS encryption - SMTP - $50 REWARD TO FIX - by Dyke - 2017-03-25, 05:47 PM
RE: Failed to start TLS encryption - SMTP - $20 REWARD - by StefanT - 2017-03-25, 08:55 PM
RE: Failed to start TLS encryption - SMTP - $20 REWARD - by Dyke - 2017-03-25, 09:18 PM
RE: Failed to start TLS encryption - SMTP - $50 REWARD TO FIX - by Dyke - 2017-03-27, 10:48 AM
RE: Failed to start TLS encryption - SMTP - $50 REWARD TO FIX - by .m. - 2017-03-27, 11:27 AM
RE: Failed to start TLS encryption - SMTP - $50 REWARD TO FIX - by Dark-Power-Invader - 2017-03-27, 03:32 PM
RE: Failed to start TLS encryption - SMTP - $50 REWARD TO FIX - by sloaring - 2017-09-08, 07:38 PM
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