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Deliverability Letter

Office 365 / Microsoft 365 SMTP Error Codes

Master email delivery to Office 365 / Microsoft 365's Exchange Online. Understand regional routing, tenant policies, and Microsoft's spam filtering.

๐Ÿ’ผ About Office 365 / Microsoft 365 Email

Office 365 is a subscription-based suite of productivity software and services developed by Microsoft. This guide focuses on their email hosting solution: Exchange Online.

Platform Overview

  • โ€ข Launched June 28, 2011 as Office 365
  • โ€ข Rebranded to Microsoft 365 in April 2020
  • โ€ข Dominant enterprise email platform
  • โ€ข Exchange Online backbone

Technical Architecture

  • โ€ข Regional datacenter model
  • โ€ข Proprietary spam filters (Forefront)
  • โ€ข Uses Spamhaus and other RBLs
  • โ€ข No feedback loop available

๐ŸŒ MX Server Patterns

Office 365 uses different MX patterns based on tenant configuration:

*.mail.protection.outlook.com

Standard Exchange Online Protection

*.mail.eo.outlook.com

Exchange Online direct routing

*.prod.protection.outlook.com

Production protection services

โš ๏ธ Each MX returns 2 IPs from regional clusters (EUR04, NAM03, JPN01, etc.). You cannot use wildcards - must route by cluster or destination IP.

๐Ÿ“Š Proprietary Header Analysis

Use Microsoft's Message Header Analyzer to check these critical scores. Office 365 has additional filtering rules compared to Outlook/Hotmail consumer mailboxes.

SCL (Spam Confidence Level)

0-9

Message spam score. 5-6 = suspected spam, 7+ = high confidence spam

Default threshold: 5

PCL (Phishing Confidence Level)

1-8

Likelihood the message is phishing

Any positive value indicates phishing risk

BCL (Bulk Complaint Level)

1-9

Bulk sender complaint rate. Higher = more complaints

Default threshold: 7

Office 365 SMTP Error Codes Explained

451 4.4.4

Temporary Server Error

Temporary server error. Please try again later ATTR5

Office 365 is experiencing temporary issues. This is typically a transient problem on Microsoft's infrastructure. Full error includes "[*.prod.protection.outlook.com]"

How to Fix:

  • โœ“Retry sending after a delay (exponential backoff recommended)
  • โœ“Monitor for patterns if this occurs frequently
  • โœ“Check Microsoft 365 service health dashboard
  • โœ“No action needed on sender's side for isolated occurrences

451 4.7.500

Server Busy

Server busy. Please try again later from [X.X.X.X]. (S77719)

The Office 365 receiving server is temporarily overloaded and cannot process your message. This is a temporary error on Office 365's end.

How to Fix:

  • โœ“Implement retry logic with exponential backoff
  • โœ“Reduce sending rate during peak hours
  • โœ“Distribute sending across multiple time periods
  • โœ“Monitor for patterns to identify optimal sending times

452 4.5.3

Region Mismatch

Recipients belong to multiple regions ATTR38

The message contains recipients from different Office 365 regions, which cannot be processed in a single transaction. This indicates a misconfiguration of the recipient domain. Full error includes "[*.prod.protection.outlook.com]"

How to Fix:

  • โœ“Separate recipients by their Office 365 region
  • โœ“Send messages to each region separately
  • โœ“Work with recipient domain administrators to verify configuration
  • โœ“Consider using region-specific sending infrastructure

451 4.4.62

Wrong Region

Mail sent to the wrong Office 365 region. ATTR35

The message was routed to an incorrect Office 365 datacenter region. This indicates a DNS or routing misconfiguration. For more information: https://go.microsoft.com/fwlink/?linkid=865268

How to Fix:

  • โœ“Verify MX record configuration for recipient domain
  • โœ“Check DNS resolution and routing
  • โœ“Contact recipient domain administrator
  • โœ“Review Microsoft's regional routing documentation

550 5.4.1

Access Denied

[xxxx@xxxx]: Recipient address rejected: Access denied

This bounce message refers to a non-existing recipient that should be removed from the mailing list. Full error includes "[*.prod.protection.outlook.com]"

How to Fix:

  • โœ“Verify the recipient email address is correct
  • โœ“Remove non-existent addresses from your list immediately
  • โœ“Check if sender is blocked at tenant level
  • โœ“Contact recipient to verify address and permissions

554 5.4.14

Mail Loop

Hop count exceeded - possible mail loop ATTR34

The message has been forwarded too many times, indicating a mail routing loop. This indicates a misconfiguration of the recipient domain. Full error includes "[*.prod.protection.outlook.com]"

How to Fix:

  • โœ“Check for forwarding loops in your configuration
  • โœ“Verify recipient domain forwarding rules
  • โœ“Review email routing configuration
  • โœ“Contact recipient domain administrator

550 5.7.511

Banned Sender

Access denied, banned sender[X.X.X.X]

Your sending IP has been banned by Microsoft. This is a serious reputation issue requiring immediate action. To request removal from this list please forward this message to [email protected]. For more information: http://go.microsoft.com/fwlink/?LinkId=526653

How to Fix:

  • โœ“Forward complete message to [email protected]
  • โœ“Include full error message and sending IP address
  • โœ“Review sending practices that led to ban
  • โœ“Implement proper authentication and list hygiene

550 5.7.606

Banned IP

Access denied, banned sending IP [X.X.X.X]

Your IP address is on Microsoft's blocklist. You must request removal through their portal. Full error includes reference code like (AS16012609). For more information: http://go.microsoft.com/fwlink/?LinkID=526655

How to Fix:

  • โœ“Visit https://sender.office.com/ to submit mitigation request
  • โœ“Follow all directions on the portal
  • โœ“Review and fix issues that caused the block
  • โœ“Monitor IP reputation after delisting

Office 365 Best Practices

๐ŸŒ

Regional Considerations

  • โ€ขOffice 365 uses regional datacenters
  • โ€ขRecipients must be in same region per transaction
  • โ€ขMX records vary by region (EUR, NAM, JPN, etc.)
  • โ€ขCannot use wildcard routing
๐Ÿ”

Authentication & Headers

  • โ€ขSPF, DKIM, DMARC required
  • โ€ขMonitor SCL, PCL, BCL scores
  • โ€ขUse Message Header Analyzer
  • โ€ขCheck proprietary headers for issues
โš™๏ธ

Tenant Settings

  • โ€ขEach tenant has custom settings
  • โ€ขAdmin can override global policies
  • โ€ขWhitelisting may be required
  • โ€ขWork with recipient admins
๐Ÿ“Š

Monitoring

  • โ€ขNo feedback loop available
  • โ€ขCheck service health dashboard
  • โ€ขMonitor bounce patterns
  • โ€ขTrack regional performance

๐Ÿข Tenant-Specific Considerations

Admin Controls

  • โ€ข Each tenant has custom spam thresholds
  • โ€ข Admins can override global policies
  • โ€ข Transport rules may block specific senders
  • โ€ข Safe/blocked sender lists per tenant
  • โ€ข Default BCL threshold is 7 (but customizable)

Resolution Strategy

  • โ€ข Work directly with recipient admins
  • โ€ข Provide full message headers
  • โ€ข Check tenant-specific allowlists
  • โ€ข Review custom transport rules

Technical Configuration

Office 365 Routing

# Regional clusters example
EUR04: Europe (Dublin, Amsterdam)
GBR01: Great Britain
NAM03: North America
JPN01: Japan
AUS01: Australia
# Cannot use wildcards - route by:
1. Destination IP clustering
2. Regional datacenter mapping
3. Per-tenant MX resolution
# Anti-spam systems
- Forefront (proprietary filter)
- Microsoft Antispam (proprietary)
- Third-party RBLs (e.g., Spamhaus)
- Additional rules vs consumer Outlook/Hotmail

๐Ÿšจ Delisting Process

For 550 5.7.511 Errors

  1. Forward complete bounce message to [email protected]
  2. Include sending IP address and domain
  3. Explain remediation steps taken
  4. Wait 24-48 hours for response

For 550 5.7.606 Errors

  1. Visit https://sender.office.com/
  2. Complete the delisting form
  3. Provide detailed information about your sending practices
  4. Implement all recommended changes
  5. Monitor status through the portal

โš ๏ธ Important: If email is being marked as spam or blocked, it's generally due to the recipient domain's O365 administrator settings. You'll need to collaborate with the recipient and provide them with the headers of affected messages for whitelisting.

Need Help with Office 365 Delivery?

Office 365's regional architecture and tenant-specific settings can be complex to navigate. Let us help you optimize delivery and resolve tenant-level blocks.