Gitlab from docker, how to use Gmail SMTP?

[Philip Andrew]

Hi,

I have spent one full day trying different combinations trying to get Gitlab SMTP email to work with Gmail.

As far as I can get is to get this error, read server certificate B: certificate verify failed.

1. {"class":"ActiveJob::QueueAdapters::SidekiqAdapter::JobWrapper","wrapped":"ActionMailer::DeliveryJob","queue":"mailers","args":[{"job_class":"ActionMailer::DeliveryJob","job_id":"4b813e73-7e59-4989-b12f-549b41454679","queue_name":"mailers","arguments":["DeviseMailer","confirmation_instructions","deliver_now",{"_aj_globalid":"gid://gitlab/User/1"},"gDpjwNKx2gQ1g3VDmysi",{"to":"mye...@mydomain.com","_aj_symbol_keys":["to"]}],"locale":"en"}],"retry":3,"jid":"deb7c4a22742bf9398b6ac89","created_at":1512116321.8644106,"enqueued_at":1512116351.0043297,"error_message":"SSL_connect returned=1 errno=0 state=SSLv3 read server certificate B: certificate verify failed","error_class":"OpenSSL::SSL::SSLError","failed_at":1512116322.7391648,"retry_count":1,"retried_at":1512116351.4643786},"jobstr":"{\"class\":\"ActiveJob::QueueAdapters::SidekiqAdapter::JobWrapper\",\"wrapped\":\"ActionMailer::DeliveryJob\",\"queue\":\"mailers\",\"args\":[{\"job_class\":\"ActionMailer::DeliveryJob\",\"job_id\":\"4b813e73-7e59-4989-b12f-549b41454679\",\"queue_name\":\"mailers\",\"arguments\":[\"DeviseMailer\",\"confirmation_instructions\",\"deliver_now\",{\"_aj_globalid\":\"gid://gitlab/User/1\"},\"gDpjwNKx2gQ1g3VDmysi\",{\"to\":\"mye...@mydomain.com\",\"_aj_symbol_keys\":[\"to\"]}],\"locale\":\"en\"}],\"retry\":3,\"jid\":\"deb7c4a22742bf9398b6ac89\",\"created_at\":1512116321.8644106,\"enqueued_at\":1512116351.0043297,\"error_message\":\"SSL_connect returned=1 errno=0 state=SSLv3 read server certificate B: certificate verify failed\",\"error_class\":\"OpenSSL::SSL::SSLError\",\"failed_at\":1512116322.7391648,\"retry_count\":0}"}

2. 2017-12-01T08:19:11.465Z 677 TID-1spyc0 WARN: OpenSSL::SSL::SSLError: SSL_connect returned=1 errno=0 state=SSLv3 read server certificate B: certificate verify failed

Using     image: sameersbn/gitlab:10.2.2

My configuration

    - SMTP_ENABLE=true

    - SMTP_DOMAIN=mydomain.com

    - SMTP_HOST=smtp.gmail.com

    - SMTP_PORT=587

    - SMTP_USER=myem...@mydomain.com

    - SMTP_PASS=mypassword

    - SMTP_TLS=false

    - SMTP_OPENSSL_VERIFY_MODE=peer

    - SMTP_AUTHENTICATION=login

    - SMTP_ENABLE_STARTTLS_AUTO=true

Really, its so difficult, why is it so difficult? What am I doing wrong? would really appreciate some help. Has anyone managed to get it to work at all?

Thanks, Philip