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Bug
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Resolution: Unresolved
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Minor
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None
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Windows 7 platform (64 bit). Jenkins version 2.88. Oracle JRE 8.0_151, running Jenkins directly, using Chrome web browser (62.0.3202.89).
mailer plugin (1.20)
I have scoured the internet for solutions to this particular issue, but none of the suggested solutions solves the problem. I have also looked at the same issues raised here in the Jenkins Jira.
The smtp.office365.com site is using TLS on port 587.
This is what has been attempted to date. In Jenkins System Configuration for E-mail Notification. The MyName@mydomain.com represents a valid user in the mailing system.
(Invalid user or password results in Authentication error instead of what is reported below)
1. User Name: MyName@mydomain.com
Password: •••••••••••••
Use SSL: Checked
SMTP Port: 587
Test e-mail recipient: MyName@mydomain.com
Results:
Failed to send out e-mail
javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection?
When 'Use SSL' is unchecked, results are
Failed to send out e-mail
com.sun.mail.smtp.SMTPSendFailedException: \
550 5.7.60 SMTP; Client does not have permissions to send as this sender
2. Placing -Dmail.smtp.starttls.enable=true into jenkins.xml then restart Jenkins.
User Name: MyName@mydomain.com
Password: •••••••••••••
Use SSL: Checked (then unchecked)
SMTP Port: 587
Test e-mail recipient: MyName@mydomain.com
This gives the identical results mentioned in the first testing attempt.
As mentioned on Stack OverFlow and the Jenkins Jira issues, I have even added the following to jenkins.xml with the same results.
-Djava.awt.headless=true -Dmail.smtp.starttls.enable=true -Dmail.smtp.socketFactory.fallback=true
Note, on this same machine, I can use a Powershell Send-MailMessage command which succeeds in its intended operation. This at least tells me that the account, port and SSL usage are all appropriate settings. ($mycred holds MyName@mydomain.com and Password)
Send-MailMessage -to "MyName@mydomain.com" -from "MyName@mydomain.com" -Subject "mailTest" -credential $mycred -smtpserver smtp.office365.com -port 587 -usessl
[JENKINS-47939] Unable to send mail to smtp.office365.com, port 587, using TLS
| Description |
Original:
I have scoured the internet for solutions to this particular issue, but none of the suggested solutions solves the problem. I have also looked at the same issues raised here in the Jenkins Jira. The smtp.office365.com site is using SSL on port 587. This is what has been attempted to date. In Jenkins System Configuration for E-mail Notification. The MyName@mydomain.com represents a valid user in the mailing system. (Invalid user or password results in Authentication error instead of what is reported below) {noformat} 1. User Name: MyName@mydomain.com Password: ••••••••••••• Use SSL: Checked SMTP Port: 587 Test e-mail recipient: MyName@mydomain.com Results: Failed to send out e-mail javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection? When 'Use SSL' is unchecked, results are Failed to send out e-mail com.sun.mail.smtp.SMTPSendFailedException: \ 550 5.7.60 SMTP; Client does not have permissions to send as this sender 2. Placing -Dmail.smtp.starttls.enable=true into jenkins.xml then restart Jenkins. User Name: MyName@mydomain.com Password: ••••••••••••• Use SSL: Checked (then unchecked) SMTP Port: 587 Test e-mail recipient: MyName@mydomain.com {noformat} This gives the identical results mentioned in the first testing attempt. As mentioned on Stack OverFlow and the Jenkins Jira issues, I have even added the following to jenkins.xml with the same results. {noformat} -Djava.awt.headless=true -Dmail.smtp.starttls.enable=true -Dmail.smtp.socketFactory.fallback=true {noformat} Note, on this same machine, I can use a Powershell Send-MailMessage command which succeeds in its intended operation. This at least tells me that the account, port and SSL usage are all appropriate settings. ($mycred holds MyName@mydomain.com and Password) {code:java} Send-MailMessage -to "MyName@mydomain.com" -from "MyName@mydomain.com" -Subject "mailTest" -credential $mycred -smtpserver smtp.office365.com -port 587 -usessl {code} |
New:
I have scoured the internet for solutions to this particular issue, but none of the suggested solutions solves the problem. I have also looked at the same issues raised here in the Jenkins Jira. The smtp.office365.com site is using TLS on port 587. This is what has been attempted to date. In Jenkins System Configuration for E-mail Notification. The MyName@mydomain.com represents a valid user in the mailing system. (Invalid user or password results in Authentication error instead of what is reported below) {noformat} 1. User Name: MyName@mydomain.com Password: ••••••••••••• Use SSL: Checked SMTP Port: 587 Test e-mail recipient: MyName@mydomain.com Results: Failed to send out e-mail javax.net.ssl.SSLException: Unrecognized SSL message, plaintext connection? When 'Use SSL' is unchecked, results are Failed to send out e-mail com.sun.mail.smtp.SMTPSendFailedException: \ 550 5.7.60 SMTP; Client does not have permissions to send as this sender 2. Placing -Dmail.smtp.starttls.enable=true into jenkins.xml then restart Jenkins. User Name: MyName@mydomain.com Password: ••••••••••••• Use SSL: Checked (then unchecked) SMTP Port: 587 Test e-mail recipient: MyName@mydomain.com {noformat} This gives the identical results mentioned in the first testing attempt. As mentioned on Stack OverFlow and the Jenkins Jira issues, I have even added the following to jenkins.xml with the same results. {noformat} -Djava.awt.headless=true -Dmail.smtp.starttls.enable=true -Dmail.smtp.socketFactory.fallback=true {noformat} Note, on this same machine, I can use a Powershell Send-MailMessage command which succeeds in its intended operation. This at least tells me that the account, port and SSL usage are all appropriate settings. ($mycred holds MyName@mydomain.com and Password) {code:java} Send-MailMessage -to "MyName@mydomain.com" -from "MyName@mydomain.com" -Subject "mailTest" -credential $mycred -smtpserver smtp.office365.com -port 587 -usessl {code} |
| Attachment | New: Jenkins SMTP mail settings.png [ 40294 ] | |
| Attachment | New: jenkins.xml settings for TLS.png [ 40295 ] |
| Assignee | New: Steven Haehn [ shaehn ] | |
| Resolution | New: Not A Defect [ 7 ] | |
| Status | Original: Open [ 1 ] | New: Resolved [ 5 ] |
| Summary | Original: Unable to send mail to smtp.office365.com, port 587, using SSL | New: Unable to send mail to smtp.office365.com, port 587, using TLS |
Rakesh S
made changes -
| Resolution | Original: Not A Defect [ 7 ] | |
| Status | Original: Resolved [ 5 ] | New: Reopened [ 4 ] |
Rakesh S
made changes -
| Attachment | New: jenkinsError.png [ 51084 ] |
Rakesh S
made changes -
| Attachment | New: jenkinsError2.JPG [ 51085 ] |
Patrick Leveille
made changes -
| Attachment | New: image-2020-06-16-14-38-55-371.png [ 51650 ] |
Patrick Leveille
made changes -
| Attachment | New: image-2020-06-16-14-41-29-876.png [ 51651 ] |