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Unit 7: Troubleshoot Synchronization Errors

1. Understanding Synchronization and Its Stages

Microsoft Entra Connect synchronizes identity data between on-premises AD DS and Microsoft Entra ID (Azure AD). Synchronization happens in three main stages:

Most sync errors occur in the Export stage — when Entra Connect tries to push changes to Microsoft Entra ID but encounters conflicts, invalid data, or policy violations.

2. Monitoring Sync Errors

You can view synchronization errors in:

Sync errors are updated approximately every 30 minutes, capturing data from the latest synchronization attempt.

3. Common Synchronization Error Categories

Error TypeWhen It OccursExample Scenario
InvalidSoftMatchDuring export when an object matches by proxy address or UPN but already has an immutableIdDuplicate proxy address or UPN across users
ObjectTypeMismatchWhen two objects of different types share the same proxy addressA user and a group both use the same SMTP address
AttributeValueMustBeUniqueWhen two or more objects share the same unique attribute valueDuplicate UPN or proxyAddress
IdentityDataValidationFailedWhen invalid or unsupported characters exist in attributesInvalid UPN format
FederatedDomainChangeErrorWhen changing a user’s UPN between federated domainsbob@contoso.com → bob@fabrikam.com (both federated)
LargeObject / ExceededAllowedLengthAttribute values exceed Entra ID limitsToo many certificates, proxy addresses, or large photos
AdminRoleConflictWhen on-prem user matches a cloud admin accountA duplicate userPrincipalName for a Global Admin

We’ll go through each one in depth next.

4. Error: InvalidSoftMatch

Description

When Entra Connect tries to match an on-prem object with an existing cloud object, it first uses:

If a match is found by soft matching but the existing cloud object already has an immutableId, Entra ID rejects the sync with an InvalidSoftMatch error.

In other words: Entra ID says, “I found a matching email or UPN, but it already belongs to another synced object.”

Example

→ Result: InvalidSoftMatch error.

Common Causes

Fix Steps

Tip: If duplicate attributes are expected due to complex migrations, enable Duplicate Attribute Resiliency (DAR) — it allows Entra ID to temporarily hold duplicate values until they’re resolved.

5. Error: ObjectTypeMismatch

Description

Occurs when two different object types (User, Group, or Contact) share the same attribute value (typically a proxyAddress).

Example

→ ObjectTypeMismatch error.

Fix Steps

6. Error: AttributeValueMustBeUnique

Description

Microsoft Entra ID requires unique values for certain attributes:

If Entra Connect attempts to sync two or more objects sharing the same value, it fails with this error.

Example

Fix Steps

Note: This error is very similar to InvalidSoftMatch but occurs when both objects are already synced, not during provisioning.

7. Error: IdentityDataValidationFailed

Description

Microsoft Entra ID enforces strict rules on attribute formats and allowed characters. If an attribute (usually the userPrincipalName) includes unsupported characters or invalid format, synchronization fails.

Example

UPN john.doe@contoso#com or john_doe (missing @domain) is invalid.

Fix Steps

8. Error: FederatedDomainChangeError

Description

Occurs when a user’s UPN suffix is changed from one federated domain to another federated domain.

Example

Bob’s UPN changes from bob@contoso.com to bob@fabrikam.com. Both contoso.com and fabrikam.com are federated with AD FS. → Microsoft Entra Connect can’t automatically change the federation trust during sync.

Fix Steps

9. Error: LargeObject / ExceededAllowedLength

Description

Occurs when attribute values exceed Entra ID’s size or count limits.

Attributes prone to this:

Limits:

Fix Steps

10. Error: AdminRoleConflict

Description

Occurs when an on-premises user object tries to sync and soft-match with a Microsoft Entra user who currently has an administrative role (like Global Administrator). For security, Entra ID doesn’t allow soft-matching to privileged accounts.

Fix Steps

11. Other Rare Errors

ErrorCauseFix
ProhibitedInUsageLocationViolationService not available in user’s locationCorrect the user’s UsageLocation in Entra ID
DependencyViolationRemoving a required license before dependent serviceEnsure prerequisites remain assigned
LicenseAssignmentAttributeConcurrencyExceptionMultiple license assignments processed at onceTypically self-resolves after retry
Duplicate Proxy AddressTwo mailboxes share the same proxy addressRemove duplication in AD or Exchange

12. Troubleshooting Tools

ToolPurpose
Microsoft Entra Connect HealthCentralized dashboard for sync errors, agent health, and alerts.
Synchronization Service Manager (miisclient.exe)On-prem GUI tool showing each import/sync/export run and errors.
PowerShellUse Get-ADSyncConnectorRunStatus, Start-ADSyncSyncCycle, and Entra cmdlets (Get-MsolUser, Get-AzureADUser) to verify object state.
Event ViewerLook under Applications and Services Logs → Directory Synchronization for detailed event traces.

13. Diagnostic Workflow

When a sync error occurs:

14. Real-World Example

Scenario: A user named Emma Clarke was deleted and recreated in AD with the same email emma@contoso.com. After re-creation, she couldn’t sign in to Microsoft 365, and the Entra Connect Health portal showed InvalidSoftMatch.

Troubleshooting:

15. Best Practices to Prevent Sync Errors

16. Exam Tips

17. Summary

Synchronization errors can interrupt sign-ins, break hybrid identity links, or create inconsistent user data. To manage them effectively:

By following a systematic troubleshooting process and enforcing attribute uniqueness, you can maintain a healthy and stable hybrid identity environment.