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To allow users to apply retention labels to individual documents in Microsoft SharePoint libraries, you need to create a retention label and publish the label.In Microsoft Purview, retention labels define how long content should be retained or deleted. You must first create a label that specifies the retention rules. After creating the label, you must publish it so that it becomes available for users in SharePoint document libraries. Once published, users can manually apply the retention label to individual documents. 

To implement Microsoft Purview Data Lifecycle Management for SharePoint Online (Site1), you need to create a retention label first. Retention labels define how long content should be retained or deleted based on compliance requirements. Once a retention label is created, it can be manually or automatically applied to content in SharePoint Online, Exchange, OneDrive, and Teams. After creating a retention label, you can configure label policies to apply them to Site1 and other locations.

In Microsoft Purview Data Lifecycle Management, different Microsoft 365 locations require separate retention policies because they fall under different storage and compliance models.Teams Chats & Teams Channel Messages (1 Policy) require a separate retention policy because Teams messages are stored differently than Exchange and SharePoint content. One policy can cover both Teams chats and Teams channel messages. Exchange Email (1 Policy) requires its own separate policy since emails are managed differently than Teams or SharePoint content. SharePoint Sites & Microsoft 365 Groups (1 Policy) are both stored in SharePoint Online, so they can be managed under one policy.

The issue where users sometimes can upload files to cloud services and sometimes cannot suggests inconsistent enforcement of Endpoint DLP policies. This can be caused by the unallowed browsers in the Microsoft 365Endpoint DLP settings are NOT configured. Also, there are file path exclusions in the Microsoft 365 Endpoint DLP settings.Endpoint DLP can block uploads only when using unallowed browsers. If unallowed browsers are not configured, users might be able to bypass restrictions by switching to a different browser. This could explain why uploads sometimes work and sometimes don't, depending on which browser is used.File path exclusions allow certain files or folders to be exempt from DLP restrictions. If a specific file location is excluded, files stored there won't trigger DLP policies, leading to inconsistent behavior. This could result in some uploads being blocked while others are allowed.

To enable support for sensitivity labels in Microsoft SharePoint Online, you must configure the setting in the SharePoint admin center.Sensitivity labels in SharePoint Online allow labeling and protection of files stored in SharePoint and OneDrive. This feature must be enabled in the SharePoint admin center Settings Information protection to allow sensitivity labels to apply encryption and protection to stored documents.

To customize encrypted email in Microsoft 365, including adding a company logo, you need to modify the Office Message Encryption (OME) branding settings. The Set-OMEConfiguration PowerShell cmdlet allows you to configure branding elements such as:Company logoCustom textBackground colorThis cmdlet is used to update existing OME branding settings, ensuring that encrypted emails sent from your organization include the required customizations.

To ensure that encrypted email messages sent to external recipients can be revoked or expire within seven days, you need to configure a sensitivity label with encryption settings in Microsoft Purview Information Protection.A sensitivity label allows you to encrypt emails and documents, set expiration policies (e.g., emails expire after 7 days), and enable email revocationHow to configure it?Go to Microsoft Purview compliance portal Information Protection Create a sensitivity labelEnable encryption and configure the content expiration policy Publish the label to users

Since you need to automatically apply a sensitivity label to resumes based on their content and structure (work experience, education, accomplishments), a trainable classifier is the best choice.Trainable classifiers use machine learning to identify unstructured data, such as resumes, contracts, or legal documents. Instead of relying on predefined patterns (like keywords or regular expressions), a trainable classifier learns from sample documents and can accurately identify resumes even if they are formatted differently.Final Approach:Train a trainable classifier using sample resumes.Deploy the classifier in Microsoft Purview.Configure a sensitivity label to be automatically applied when a document matches the classifier.