Question

Mattermost + SendGrid = What am I doing Wrong?

After what feels like decades trying to get postfix to work on Mattermost install, I’ve given up and decided to try SendGrid as an SMTP email provider.

When I set the connection security to STARTLS I get the following error:

“Connection unsuccessful: Connection unsuccessful: failed to close connection to the SMTP server: 550 The from address does not match a verified Sender Identity. Mail cannot be sent until this error is resolved. Visit https://sendgrid.com/docs/for-developers/sending-email/sender-identity/ to see the Sender Identity requirements”

The following is in the log:

{"level":"error","ts":1624058759.579852,"caller":"mlog/log.go:251","msg":"Connection unsuccessful: failed to close connection to the SMTP server: 550 The from address does not match a verified Sender Identity. Mail cannot be sent until this error is resolved. Visit https://sendgrid.com/docs/for-developers/sending-email/sender-identity/ to see the Sender Identity requirements","path":"/api/v4/email/test","request_id":"43iipsg9tjrzdx357md8poejrw","ip_addr":"104.187.247.161","user_id":"hxwh3kazbff58p7ok46r5nx73y","method":"POST","err_where":"testEmail","http_code":500,"err_details":""}

When I set the security setting to TLS, I get the following error:

“Connection unsuccessful: Connection unsuccessful: unable to connect to the SMTP server through TLS: tls: first record does not look like a TLS handshake”

The following is in the log:

{"level":"error","ts":1624058873.0796726,"caller":"mlog/log.go:251","msg":"Connection unsuccessful: unable to connect to the SMTP server through TLS: tls: first record does not look like a TLS handshake","path":"/api/v4/email/test","request_id":"dhbow6di5tgctjsq7p1sz4jk1a","ip_addr":"104.187.247.161","user_id":"hxwh3kazbff58p7ok46r5nx73y","method":"POST","err_where":"testEmail","http_code":500,"err_details":""}

I’ve tried using both ports 25 and 587 - results are the same for both.

I would appreciate any help anyone might be able to provide because I’m just about out of patience with email…like all of it.


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Accepted Answer

Hi there,

I believe that you need to specify the Notification from address and the Notification Reply to address in the Site Configuration\Notifications sectioin.

The address needs to match the SendGrid domain name that you’ve verified.

Let me know how this goes! Regards, Bobby

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