How to solve "Unable to initialize SMTP properly." when using using git send-email?

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I was trying to send an patch using git .

When i try sending mail the following error output is generated

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My .gitconfig file looks like this

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There are 5 best solutions below

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Try this link: http://morefedora.blogspot.com/2009/02/configuring-git-send-email-to-use-gmail.html

In addition to that, you might have to have to change the setting in your gmail account to allow less secure apps setting (https://www.google.com/settings/security/lesssecureapps).

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Corporate firewalls may block the required ports

I noticed that this problem only happened at work and not at home, and then found out that my work firewall was blocking the required IMAP / SMTP ports.

If that is the case, you must talk to your network administrator.

The difference is that when you use a web interface like gmail's, all traffic goes through HTTP ports, which are allowed, but git send-email uses the email protocol ports directly.

A good way to test that without polluting public mailing lists is to try to send regular emails with mutt or some other local email client first.

You can also check if outgoing ports are getting blocked with answers for this question: https://superuser.com/questions/631087/how-to-easily-determine-which-outbound-ports-arent-blocked-by-firewall

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I have a smiler issue and,After lots of research I got the answer ...

Please configure the .gitconfig file like this ...

[sendemail]
    from = [email protected]
    smtpserver = smtp.gmail.com
    smtpserverport = 587
    smtpencryption = tls
    smtpuser = [email protected]
    smtppass = password
    suppresscc = self
    chainreplyto = false

After that you must have to allow your mail account to login from less secure App ,like for gmail to do the same follow the link https://support.google.com/accounts/answer/6010255?hl=en

TO debug the actual error you can enable the following flag..

--smtp-debug=1

To help keep your account secure, from May 30, 2022, ​​Google no longer supports the use of third-party apps or devices which ask you to sign in to your Google Account using only your username and password.

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I had a similar issue till I realised that I had made the encryption ssl instead of tls. Changing this parameter in .gitconfig helped me. This says that the git version may not be up to date. Try that maybe?

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Are you able to Ping smtp server. if not use IP address of smtp server.