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Outgoing Mail Problem in Bitbucket with Office 365

Justin Young
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April 16, 2019

I have successfully configured Outgoing mail in our Jira server using Office 365, but Bitbucket is giving problems.  Our successfull settings on Jira were SSL/TLS enabled on port 25 to outlook.office365.com.  The same settings in Bitbucket fail.  We have tried every permutation for server outlook.office365.com:

25 – No ssl/tls – client was not authenticated to send anonymous mail
25 – ssl/tls forced – Could not convert socket to TLS
25 – ssl/tls if available – Could not convert socket to TLS

465 – No ssl/tls – The remote client has aborted the connection
465 – ssl/tls forced -  Couldn't connect to host, port: outlook.office365.com, 465; timeout 30000
465 – ssl/tls if available  – The remote client has aborted the connection

587 – No ssl/tls – client was not authenticated to send anonymous mail
587 – ssl/tls forced – Could not convert socket to TLS
587 – ssl/tls if available – Could not convert socket to TLS

 

What settings will work for Office 365?

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