ok, I didn't realise that, yes, it might well be so. But this seems to
be an issue with the mail client, not with reset password. The same
issue would occur for alert mails and any other mails the system would
send. Do you use any of those as well?

On Sun, Jul 6, 2025 at 4:11 PM Chi vediamo <tatay...@gmail.com> wrote:
>
> Hello Dahn,
>
> Several tests same error, does the Password reset supports TLS, seems that is 
> the issue. Also Microsoft is forcing to move to TLS1.3
>
> I see TLS configuration options up to TLS 1.2 for Quota and For alerts, but 
> none for Password Reset.
>
> openssl s_client -starttls smtp -connect smtp.office365.com:587 -tls1_2
>
>
> No client certificate CA names sent
> Client Certificate Types: RSA sign, DSA sign, ECDSA sign
> Requested Signature Algorithms: 
> RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA+SHA256:RSA+SHA384:RSA+SHA1:ECDSA+SHA256:ECDSA+SHA384:ECDSA+SHA1:DSA+SHA1:RSA+SHA512:ECDSA+SHA512
> Shared Requested Signature Algorithms: 
> RSA-PSS+SHA256:RSA-PSS+SHA384:RSA-PSS+SHA512:RSA+SHA256:RSA+SHA384:ECDSA+SHA256:ECDSA+SHA384:RSA+SHA512:ECDSA+SHA512
> Peer signing digest: SHA256
> Peer signature type: RSA-PSS
> Server Temp Key: ECDH, secp384r1, 384 bits
>
>
> Thank you
>
> Tata Y.
>
>
>
> > On Jul 5, 2025, at 10:01 AM, Daan Hoogland <d...@apache.org> wrote:
> >
> > Tatay,
> >
> > It doesn't look like you missed something. did you try telnet from the
> > MS to smtp.office365.com, port: 587? and send a simple test mail
> > (lookup the exact protocol which involves the commands helo, mail rcpt
> > and data).
> >
> > On Fri, Jul 4, 2025 at 5:34 PM Chi vediamo <tatay...@gmail.com> wrote:
> >>
> >> 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
> >>
> >>
> >>
> >>
>

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