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Try one or more of the foll= owing: * Send the message again following these steps: In Outlook, open this n= on-delivery report (NDR) and choose Send Again from the Report ribbon. In O= utlook on the web, select this NDR, then select the link "To send this mess= age again, click here." Then delete and retype the entire recipient address= . If prompted with an Auto-Complete List suggestion don't select it. After = typing the complete address, click Send. * Contact the recipient (by phone, for example) to check that the addre= ss is correct. * The recipient may have set up email forwarding to an incorrect addres= s. Ask them to check that any forwarding they've set up is working correctl= y. * Clear the recipient Auto-Complete List in Outlook or Outlook on the w= eb by following the steps in this article: Fix email delivery issues for er= ror code 5.1.1 in Office 365, and then send the message again. Retype the entire recipient address b= efore selecting Send. Was this helpful? Send feedback to Microsoft. ________________________________ More Info for Email Admins Status code 554 5.4.14 Typically this error occurs because the recipient email address is incorrec= t or doesn't exist at the destination domain. This can usually be fixed by = the sender. However, sometimes the issue needs to be fixed by the recipient= or the recipient's email admin. If the steps in the How to Fix It section = above don't fix the problem, and you're the email admin for the recipient, = try one or more of the following: The email address exists and is correct - Confirm that the recipient addres= s exists, is correct, and is accepting messages. Synchronize your directories - If you have a hybrid environment and are usi= ng directory synchronization make sure the recipient's email address is syn= ced correctly in both Office 365 and in your on-premises directory. Errant forwarding rule - Check for forwarding rules that aren't behaving as= expected. A forwarding rule can be configured by an admin via mail flow ru= les or mailbox forwarding address settings, or by the recipient via the Inb= ox Rules feature. Mail flow settings and MX records are not correct - Misconfigured mail flow= settings or MX records can cause this error. Check your Office 365 mail fl= ow settings to make sure your domain and any mail flow connectors are set u= p correctly. Also, work with your domain registrar to make sure the MX reco= rds for your domain are configured correctly. Mail loop detected - This error also indicates that the receiving organizat= ion's email settings are misconfigured, creating a mail loop when a message= is sent to an address that isn't found in their directory. This usually wo= n't disrupt mail flow for recipients that actually exist, but the recipient= 's email admin should fix the misconfiguration to reduce the chance of any = other mail flow issues. A common cause for this loop is that the recipient'= s domain is configured as "Internal Relay" when it should be "Authoritative= ." Another common cause for the loop is that both the sender and recipient = are part of the same organization, but the sender's mailbox is hosted by Of= fice 365, while the recipient's mailbox is hosted on-premises, and an outbo= und connector from Office 365 to the on-premises email servers is missing o= r misconfigured. To fix this, the recipient's email admin should create a c= orrectly configured outbound connector in Office 365 to route the message t= o the on-premises mailbox. For more information and tips to fix this problem, see Fix email delivery i= ssues for error code 5.4.14 in Office 365. Original Message Details Created Date: 2/1/2023 9:10:08 PM Sender Address: info@designerliving.com Recipient Address: alex@bertolini.com.br Subject: Tomorrow is a big day! #Ref 2023020100296138 Error Details Reported error: 554 5.4.14 Hop count exceeded - possible mail loop ATTR34 [= MW2NAM10FT033.eop-nam10.prod.protection.outlook.com 2023-02-01T21:10:26.607= Z 08DB043634595EB5] DSN generated by: CP0P152MB3090.LAMP152.PROD.OUTLOOK.COM Message Hops HOP TIME (UTC) FROM TO WITH RELAY TIME 1 2/1/2023 9:10:08 PM smtp.gmail.com smtp.gmail.com ESMTPSA * 2 2/1/2023 9:10:10 PM mail-io1-f53.google.com SMTP 2 sec 3 2/1/2023 9:10:10 PM mail-io1-f53.google.com BN7NAM10FT080.mail.protection.outlo= ok.com Microsoft SMTP Server (version=3DTLS1_2, cipher=3DTLS_ECDHE_RS= A_WITH_AES_256_GCM_SHA384) * 4 2/1/2023 9:10:10 PM BN7NAM10FT080.eop-nam10.prod.protection.outlook.com BN9= P223CA0022.outlook.office365.com Microsoft SMTP Server (version=3DTLS1_= 2, cipher=3DTLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) * 5 2/1/2023 9:10:11 PM BN9P223CA0022.NAMP223.PROD.OUTLOOK.COM RO2P152MB4299.LAMP1= 52.PROD.OUTLOOK.COM Microsoft SMTP Server (version=3DTLS1_2, cipher=3DTLS_= ECDHE_RSA_WITH_AES_256_GCM_SHA384) 1 sec 6 2/1/2023 9:10:16 PM NAM10-DM6-obe.outbound.protection.outlook.com MW2NAM10FT1= 12.mail.protection.outlook.com Microsoft SMTP Server (version=3DTLS1_= 2, cipher=3DTLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) 5 sec 7 2/1/2023 9:10:16 PM MW2NAM10FT112.eop-nam10.prod.protection.outlook.com MW4= P221CA0004.outlook.office365.com Microsoft SMTP Server (version=3DTLS1_= 2, cipher=3DTLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) * 8 2/1/2023 9:10:17 PM MW4P221CA0004.NAMP221.PROD.OUTLOOK.COM SCYP152MB6874.LAMP1= 52.PROD.OUTLOOK.COM Microsoft SMTP Server (version=3DTLS1_2, cipher=3DTLS_= ECDHE_RSA_WITH_AES_256_GCM_SHA384) 1 sec 9 2/1/2023 9:10:22 PM NAM04-MW2-obe.outbound.protection.outlook.com MW2NAM10FT0= 56.mail.protection.outlook.com Microsoft SMTP Server (version=3DTLS1_= 2, cipher=3DTLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) 5 sec 10 2/1/2023 9:10:22 PM MW2NAM10FT056.eop-nam10.prod.protection.outlook.com MW4= P220CA0013.outlook.office365.com Microsoft SMTP Server (version=3DTLS1_= 2, cipher=3DTLS_ECDHE_RSA_WITH_AES_256_GCM_SHA384) * 11 2/1/2023 9:10:23 PM MW4P220CA0013.NAMP220.PROD.OUTLOOK.COM CP0P152MB3090.LAMP1= 52.PROD.OUTLOOK.COM Microsoft SMTP Server (version=3DTLS1_2, cipher=3DTLS_= ECDHE_RSA_WITH_AES_256_GCM_SHA384) 1 sec Original Message Headers ARC-Seal: i=3D5; 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X-OriginatorOrg: bertolinisa.onmicrosoft.com X-MS-Exchange-CrossTenant-OriginalArrivalTime: 01 Feb 2023 21:10:22.0064 (UTC) X-MS-Exchange-CrossTenant-Network-Message-Id: 63a65979-553e-4155-a82d-08db0= 498bb1c X-MS-Exchange-CrossTenant-Id: 3a00d5bb-2c26-4219-a05f-2cd2be948dde X-MS-Exchange-CrossTenant-AuthSource: MW2NAM10FT056.eop-nam10.prod.protection.outlook.com X-MS-Exchange-CrossTenant-AuthAs: Anonymous X-MS-Exchange-CrossTenant-FromEntityHeader: Internet X-MS-Exchange-Transport-CrossTenantHeadersStamped: CP0P152MB3090 --5555b286-8dcb-4c74-be1c-5139587fd6b3 Content-Type: text/html; charset="us-ascii" Content-Transfer-Encoding: quoted-printable DSN
Your message to alex@bertolini.com.br co= uldn't be delivered.
alex wasn'= t found at bertolini.com.br.
info Office 365 alex
Action Required Recipient
Unknown= To address

How to Fix It
The address may be misspelled or may not exist. T= ry one or more of the following:
    To send this message again, click here." Then delete and r= etype the entire recipient address. If prompted with an Auto-Complete List = suggestion don't select it. After typing the complete address, click Sen= d.
  • Contact the recipient (by phone, for example) to = check that the address is correct.
  • The recipient may have set up email forwarding to= an incorrect address. Ask them to check that any forwarding they've set up= is working correctly.
  • Clear the recipient Auto-Complete List in Outlook= or Outlook on the web by following the steps in this article: Fix email delivery issues = for error code 5.1.1 in Office 365, and then send the message again. Re= type the entire recipient address before selecting Send.

Was this helpful? Send feedback to Microsoft.

More Info for Email Admins
Status code 554 5.4.14

Typically this error occurs because the recipient email a= ddress is incorrect or doesn't exist at the destination domain. This can us= ually be fixed by the sender. However, sometimes the issue needs to be fixe= d by the recipient or the recipient's email admin. If the steps in the H= ow to Fix It section above don't fix the problem, and you're the email = admin for the recipient, try one or more of the following:

Th= e email address exists and is correct - Confirm that the recipient addr= ess exists, is correct, and is accepting messages.

Synchroniz= e your directories - If you have a hybrid environment and are using dir= ectory synchronization make sure the recipient's email address is synced co= rrectly in both Office 365 and in your on-premises directory.

Errant forwarding rule - Check for forwarding rules that aren't behavi= ng as expected. A forwarding rule can be configured by an admin via mail fl= ow rules or mailbox forwarding address settings, or by the recipient via th= e Inbox Rules feature.

Mail flow settings and MX records are = not correct - Misconfigured mail flow settings or MX records can cause = this error. Check your Office 365 mail flow settings to make sure your doma= in and any mail flow connectors are set up correctly. Also, work with your = domain registrar to make sure the MX records for your domain are configured= correctly.

Mail loop detected - This error also indicate= s that the receiving organization's email settings are misconfigured, creat= ing a mail loop when a message is sent to an address that isn't found in th= eir directory. This usually won't disrupt mail flow for recipients that act= ually exist, but the recipient's email admin should fix the misconfiguratio= n to reduce the chance of any other mail flow issues. A common cause for th= is loop is that the recipient's domain is configured as "Internal Relay" wh= en it should be "Authoritative." Another common cause for the loop is that = both the sender and recipient are part of the same organization, but the se= nder's mailbox is hosted by Office 365, while the recipient's mailbox is ho= sted on-premises, and an outbound connector from Office 365 to the on-premi= ses email servers is missing or misconfigured. To fix this, the recipient's= email admin should create a correctly configured outbound connector in Off= ice 365 to route the message to the on-premises mailbox.

For mor= e information and tips to fix this problem, see Fix email delivery issues for error code = 5.4.14 in Office 365.
Original Message Details
Created Date: 2/1/2023 9:10:08 PM
Sender Address: info@designerliving.com
alex@bertolini.com.br
Tomorrow is a big day! #Ref 20230201002= 96138

Error Details
Reported error: 554 5.4.14 Hop count exceeded - possible mail loop = ATTR34 [MW2NAM10FT033.eop-nam10.prod.protection.outlook.com 2023-02-01T21:1= 0:26.607Z 08DB043634595EB5]
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Please note that our business hours of operation are Monday Friday, 7:00am = 3:30pm PST.

Sincerely,

Designer Living Customer Service

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