Hello Community We just upgraded to Cloudstack 4.20.1
we just found an issue with the email sender not working from cloudstack specifically: there are no issues with the firewalls: telnet smtp.office365.com 587 Trying 52.96.36.130... Connected to mira-ooc.tm-4.office.com. Escape character is '^]'. 220 BN8PR03CA0003.outlook.office365.com Microsoft ESMTP MAIL Service ready at Fri, 4 Jul 2025 15:01:26 +0000 [08DDBA8812A96531] quit 221 2.0.0 Service closing transmission channel Connection closed by foreign host. 2025-07-04 15:01:57,332 ERROR [o.a.c.u.m.SMTPMailSender] (qtp1404565079-345:[ctx-80979faa]) (logid:0e1f5dee) Unable to send mail [Password Reset Request] to the recipcients [[{"mailAddress":"ta...@mymail.com"}]]. javax.mail.MessagingException: Could not connect to SMTP host: smtp.office365.com, port: 587; at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1961) at com.sun.mail.smtp.SMTPTransport.protocolConnect(SMTPTransport.java:654) at javax.mail.Service.connect(Service.java:295) at javax.mail.Service.connect(Service.java:176) at javax.mail.Service.connect(Service.java:125) at org.apache.cloudstack.utils.mailing.SMTPMailSender.sendMail(SMTPMailSender.java:175) at com.sun.mail.util.SocketFetcher.configureSSLSocket(SocketFetcher.java:527) at com.sun.mail.util.SocketFetcher.createSocket(SocketFetcher.java:332) at com.sun.mail.util.SocketFetcher.getSocket(SocketFetcher.java:234) at com.sun.mail.smtp.SMTPTransport.openServer(SMTPTransport.java:1927) 2025-07-04 15:01:57,336 DEBUG [o.a.c.u.UserPasswordResetManagerImpl] (qtp1404565079-345:[ctx-80979faa]) (logid:0e1f5dee) User password reset email for user UserAccount {"accountName":"domain1","id":5,"username":"tatay"}. account id: 5 domain id: 3 sent to o...@321communications.com with token expiry at 2025-07-04T15:31:57.243+0000 2025-07-04 15:08:28,663 WARN [c.c.c.ConfigurationManagerImpl] (qtp1404565079-447:[ctx-7d09367d, ctx-af7db5cb]) (logid:37392271) Configuration user.password.reset.email.sender no found. Perhaps moved to ConfigDepot 2025-07-04 15:08:28,675 WARN [c.c.c.ConfigurationManagerImpl] (qtp1404565079-447:[ctx-7d09367d, ctx-af7db5cb]) (logid:37392271) Configuration user.password.reset.mail.template no found. Perhaps moved to ConfigDepot I have the User password reset smtp useAuth enabled User password reset enabled enabled user.password.reset.email.sender Is filled correctly user.password.reset.smtp.username is the same email sender Password was confirmed its working. user.password.reset.email.Template Hello {{username}}! You have requested to reset your password. Please click the following link to reset your password: http://{{{resetLink}}} If you did not request a password reset, please ignore this email. Regards, The Tatay Team Is there something else that needs to be done ? Please help us Thank you Tatay