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It seems that hotmail.com mail server sitting at hotmail-com.olc.protection.outlook.com How often do you send messages to (mailbox)@hotmail-com.olc.protection.outlook.com? Where did you get hotmail-com.olc.protection.outlook.com from? The certificate needs to match the MX record for the domain. When I check: $ nslookup > set type=MX > outlook....


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It's currently fixed (2020-01-11), Certificate chain is valid: mail.protection.outlook.com 128 days remaining / 2048 bit / sha256WithRSAEncryption GlobalSign Organization Validation CA - SHA256 - G3 2062 days remaining / 2048 bit / sha256WithRSAEncryption GlobalSign Root CA (Certificate is self-signed.) 2939 days remaining / ...


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