Issues setting up System emails #4472
Comments
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@JamesMoo-it Hmm it says Authentication unsuccessful all over the place... you have to fix that, it's either wrong email address or password, or they require a different configuration to be able to use their SMTP. I'd recommend Mailgun.com or something similar. |
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I have set this up as a normal mailbox as a test and it fully works the issue is within the configuration of the system emails. As you can see in the screenshot below that the normal mail box sends the email fine. However when trying to use the mailbox as the system mailbox I get the authentication error |
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@JamesMoo-it Oh so the mailbox sends great, it's only the Mail Settings for the System Emails that is not working? I would think they would use the same process as the mailbox with the same settings, so that would def be a question for @freescout-help - although I do see that the System Email settings are slightly different that the Mailbox, the TLS drop-down doesn't have +StartTLS like the mailbox does, although that is probably just a label difference I would assume. For my server I have it relaying everything out via Mailgun so I just use PHP mail() and it works at the server level. |
Hi.
I am trying to set up system emails so I can invite users. However getting the following error:
The user has SMTP Authentication enabled on the mail box
++ Starting Swift_SmtpTransport
<< 220 FR3P281CA0057.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 13 Jan 2025 13:42:45 +0000 [08DD32D465DA2413]
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 220 2.0.0 SMTP server ready
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-AUTH LOGIN XOAUTH2
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 334 VXNlcm5hbWU6
<< 334 UGFzc3dvcmQ6
<< 535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
" (code: 535)
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
"
Log data:
++ Starting Swift_SmtpTransport
<< 220 FR3P281CA0057.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 13 Jan 2025 13:42:45 +0000 [08DD32D465DA2413]
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 220 2.0.0 SMTP server ready
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-AUTH LOGIN XOAUTH2
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 334 VXNlcm5hbWU6
<< 334 UGFzc3dvcmQ6
<< 535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
" (code: 535) (code: 535)
<< 250 2.0.0 Resetting
<< 535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:43:01.692Z 08DD32D465DA2413]
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:43:01.692Z 08DD32D465DA2413]
" (code: 535)
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:43:01.692Z 08DD32D465DA2413]
"
Log data:
++ Starting Swift_SmtpTransport
<< 220 FR3P281CA0057.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 13 Jan 2025 13:42:45 +0000 [08DD32D465DA2413]
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 220 2.0.0 SMTP server ready
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-AUTH LOGIN XOAUTH2
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 334 VXNlcm5hbWU6
<< 334 UGFzc3dvcmQ6
<< 535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
" (code: 535)
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
"
Log data:
++ Starting Swift_SmtpTransport
<< 220 FR3P281CA0057.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 13 Jan 2025 13:42:45 +0000 [08DD32D465DA2413]
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-STARTTLS
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 220 2.0.0 SMTP server ready
<< 250-FR3P281CA0057.outlook.office365.com Hello [168.119.68.214]
250-SIZE 157286400
250-PIPELINING
250-DSN
250-ENHANCEDSTATUSCODES
250-AUTH LOGIN XOAUTH2
250-8BITMIME
250-BINARYMIME
250-CHUNKING
250 SMTPUTF8
<< 334 VXNlcm5hbWU6
<< 334 UGFzc3dvcmQ6
<< 535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:42:51.691Z 08DD32D465DA2413]
" (code: 535) (code: 535)
<< 250 2.0.0 Resetting
<< 535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:43:01.692Z 08DD32D465DA2413]
!! Expected response code 235 but got code "535", with message "535 5.7.3 Authentication unsuccessful [FR3P281CA0057.DEUP281.PROD.OUTLOOK.COM 2025-01-13T13:43:01.692Z 08DD32D465DA2413]
" (code: 535) (code: 535)
<< 250 2.0.0 Resetting
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