Outgoing Emails

[Markus]

Hi,

I'm trying to test email notifications and when adding students by emails to site. They're not receiving the email. 

What configurations I would need? Its a Fresh deployment on AWS

[Markus]

I've setup the credentials but I'm getting following errors The main goal is to connect our gmail SMTP server but its not working, I also tried another test server. Both are giving authentication error.

Any help what could be the issue?

[Markus]

Email debug log

DEBUG: Jakarta Mail version 1.6.4

DEBUG: successfully loaded resource: /META-INF/javamail.default.providers

DEBUG: Tables of loaded providers

DEBUG: Providers Listed By Class Name: {com.sun.mail.smtp.SMTPTransport=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle], com.sun.mail.imap.IMAPSSLStore=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Oracle], com.sun.mail.pop3.POP3Store=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Oracle], com.sun.mail.smtp.SMTPSSLTransport=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle], com.sun.mail.imap.IMAPStore=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Oracle], com.sun.mail.pop3.POP3SSLStore=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle]}

DEBUG: Providers Listed By Protocol: {imap=javax.mail.Provider[STORE,imap,com.sun.mail.imap.IMAPStore,Oracle], smtp=javax.mail.Provider[TRANSPORT,smtp,com.sun.mail.smtp.SMTPTransport,Oracle], pop3=javax.mail.Provider[STORE,pop3,com.sun.mail.pop3.POP3Store,Oracle], imaps=javax.mail.Provider[STORE,imaps,com.sun.mail.imap.IMAPSSLStore,Oracle], smtps=javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle], pop3s=javax.mail.Provider[STORE,pop3s,com.sun.mail.pop3.POP3SSLStore,Oracle]}

DEBUG: successfully loaded resource: /META-INF/javamail.default.address.map

DEBUG: getProvider() returning javax.mail.Provider[TRANSPORT,smtps,com.sun.mail.smtp.SMTPSSLTransport,Oracle]

DEBUG SMTP: useEhlo true, useAuth false

DEBUG SMTP: trying to connect to host "smtp.gmail.com", port 465, isSSL true

220 smtp.gmail.com ESMTP u65sm454419vkb.13 - gsmtp

DEBUG SMTP: connected to host "smtp.gmail.com", port: 465

EHLO localhost

250-smtp.gmail.com at your service, [154.27.86.103]

250-SIZE 35882577

250-8BITMIME

250-AUTH LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH

250-ENHANCEDSTATUSCODES

250-PIPELINING

250-CHUNKING

250 SMTPUTF8

DEBUG SMTP: Found extension "SIZE", arg "35882577"

DEBUG SMTP: Found extension "8BITMIME", arg ""

DEBUG SMTP: Found extension "AUTH", arg "LOGIN PLAIN XOAUTH2 PLAIN-CLIENTTOKEN OAUTHBEARER XOAUTH"

DEBUG SMTP: Found extension "ENHANCEDSTATUSCODES", arg ""

DEBUG SMTP: Found extension "PIPELINING", arg ""

DEBUG SMTP: Found extension "CHUNKING", arg ""

DEBUG SMTP: Found extension "SMTPUTF8", arg ""

DEBUG SMTP: protocolConnect login, host=smtp.gmail.com, user=Les...@iqeraschools.com , password=<non-null>

DEBUG SMTP: Attempt to authenticate using mechanisms: LOGIN PLAIN DIGEST-MD5 NTLM XOAUTH2 

DEBUG SMTP: Using mechanism LOGIN

DEBUG SMTP: AUTH LOGIN command trace suppressed

DEBUG SMTP: AUTH LOGIN failed

06-May-2021 15:14:24.263 WARN [http-nio-8080-exec-2] org.sakaiproject.email.impl.BasicEmailService.transportMessage transportMessage:javax.mail.AuthenticationFailedException: 535-5.7.8 Username and Password not accepted. Learn more at

535 5.7.8  https://support.google.com/mail/?p=BadCredentials u65sm454419vkb.13 - gsmtp

06-May-2021 15:14:24.264 INFO [http-nio-8080-exec-2] org.sakaiproject.email.impl.BasicEmailService.transportMessage transportMessage: headers[] to[  admin <m.df...@gmail.com> Student 1 <dsd...@gmail.com>]

06-May-2021 15:14:24.264 INFO [http-nio-8080-exec-2] org.sakaiproject.email.impl.BasicEmailService.sendMessageAndLog Email.sendMail: from: postmaster@localhostsubject: Physics PHY A Spring 2021: sadadasd to: m.ds...@gmail.com naim...@gmail.com headerTo{cc}: m.ds...@gmail.com headerTo{bcc}: ds...@gmail.com replyTo: m.dsf...@gmail.com