Purview DLP Behaviours in Outlook Desktop
We are currently testing Microsoft Purview DLP policies for user awareness, where sensitive information shared externally triggers a policy tip, with override allowed (justification options enabled) and no blocking action configured. We are observing the following behaviours in Outlook Desktop: Inconsistent policy tip display (across Outlook Desktop Windows clients) – For some users, the policy tip renders correctly, while for others it appears with duplicated/stacked lines of text. This is occurring across users with similar configurations. Override without justification – Users are able to click “Send Anyway/Confirm and send” without selecting any justification option (e.g. business justification, manager approval, etc.), which bypasses the intended control. New Outlook: Classic Outlook: This has been observed on Outlook Desktop (Microsoft 365 Apps), including: Version 2602 (Build 19725.20170 Click-to-Run) Version 2602 (Build 16.0.19725.20126 MSO) Has anyone experienced similar behaviour with DLP policy tips or override enforcement in Outlook Desktop? Keen to understand if this is a known issue or if there are any recommended fixes or workarounds.
Co Authoring with Sensitivity Labels
Hello, I am working with sensitivity labels with my organization. We currently have Standard, Confidential, and Highly Confidential which all are encrypted. I have Co-Authoring turned on but I have some trouble with. We a lot of documents being collaborated on. Standard: Co-Authoring functions normal and Auto-Save is toggled on. Highly Confidential: Custom Permission in Sensitivity Label (View, Edit, Reply, Forward) I asked copilot and it stated even though my permissions are selected custom I have "Edit" on their for my internal users it is reading it as Co authoring; Co-Authoring is on and functioning but internal end users Auto-Save is toggled off and they are being asked to save a copy of the document or excel sheet then upload it again to SharePoint. Why isn't "Auto-Save" toggled on for "Highly Confidential" label? Can it be adjusted so it can be on? Do I have to make adjustments to my permissions in the Sensitivity label? Any help is appreciated. Thank you!
Guidance: Sensitivity Labels during Mergers & Acquisitions (separate tenants, non-M365, etc.)
We’re building an internal playbook for how to handle Microsoft Purview sensitivity labels during mergers and acquisitions, and I’d really appreciate any lessons learned or best practices. Specifically, I’m interested in how others have handled: Acquired organizations on a separate Microsoft 365/O365 tenant for an extended period (pre- and post-close): How did you handle “Internal Only” content when the two tenants couldn’t fully trust each other yet? Any tips to reduce friction for collaboration between tenants during the transition? Existing label structures, such as: We use labels like “All Internal Only” and labels with user-defined permissions — has anyone found good patterns for mapping or reconciling these with another company’s labels? What if the acquired company is already using sensitivity labels with a different taxonomy? How did you rationalize or migrate them? Acquisitions where the target does not use Microsoft 365 (for example, Google Workspace, on-prem, or other platforms): Any strategies for protecting imported content with labels during or after migration? Gotchas around legacy permissions versus label-based protections? General pitfalls or watch-outs between deal close and full migration: Anything you wish you had known before your first M&A with Purview labels in play? Policies or configurations you’d recommend setting (or avoiding) during the interim period? Any examples, war stories, or template approaches you’re willing to share would be incredibly helpful as we shape our playbook. Thanks in advance for any insights!
Issue Using Built in Trainable Classifiers in Auto Labelling Policies - Purview
Over the last few days, I have run into issue while configuring Auto labelling policies in Purview specifically when using built in classifiers for eg: Budget, Agreements These classifiers are parr of ready to use. They have been working well for us until recently but now saving an auto labelling rule that includes any of Trainable classifiers getting client side error: 'Could not find rule pack associated with sensitive information type' this is unexpected because: same classifiers eg: Budget worked perfectly just few weeks ago. No changes have made to roll, permissions on our side. Still not sure why showing issue now. Kindly request you, help me with root cause of the cause. Please feel free to post it comments if someone faced same issue in using trainable classifiers in auto labelling policies. Thanks in advance. Regards, BanuMurali
Can´t Sign confidential documents
Hello, I have a problem. I want to send confidential contracts to customers for signing with Adobe DocuSign. This contracts have a label "confidential" from purview and are encrypted. But now the customer cant sign the contract with DocuSign because of the encryption. Is there a way that they can sign the document? We must encrypt the documents because compliance reasons and ISMS. Thank you.
Lifecycle using Custom Protection with Purview Sensitivity Labels
Organizations using Purview Sensitivity Labels with custom protection face a fundamental governance challenge: there is no lifecycle‑ready way to maintain, audit, or update per‑document user rights as teams evolve. This affects compliance, need‑to‑know enforcement, and operational security. Document lifecycle challenges Team growth: new members do not inherit document‑specific rights. Team shrinkage: departing members retain access unless manually removed. Employee offboarding: accounts are disabled, but compliance may require explicit removal from protected documents. Audit requirements: organizations need to answer “Who has what rights on document X?” — and today, no native tool provides this for custom‑protected files. Existing method Limitation Purview PowerShell Overwrites all existing assignments; no granular updates MIP Client Not yet capable of bulk lifecycle operations OlaProeis/FileLabeler Great tool, but limited by the same PowerShell constraints What the tool enables Rights audit trail per document Controlled lifecycle updates (add/remove/transfer rights) Preservation of original files for rollback Multi‑action batch processing Admin‑only delegated workflow with MIP superuser role Full logging for compliance Supported operations ListRightAssignments – extract all rights from each document under a given label GUID SetOwner / AddOwner – assign or add owners AddEditor / AddRestrictedEditor / AddViewer – role‑based additions RemoveAccess – remove any user from all roles AddAccessAs – map one user’s role to one or more new users Multi‑action execution – combine operations in a single run Safe mode – original files preserved; updated copies created with a trailer Because this tool can modify access to highly sensitive content, it must be embedded in a controlled workflow: ticket‑based approval, delegated admin, MIP superuser assignment, and retention of all logs as part of the audit trail. This ensures compliance with need‑to‑know, separation of duties, and legal requirements. I would appreciate feedback from the community and Microsoft product teams on: whether similar lifecycle capabilities are planned for Purview whether the MIP SDK is the right long‑term approach how others handle custom‑protected document lifecycle today interest in collaborating on a more robust open‑source version MaxDefault Sensitivity Label to be added to migrated files (from Local Network Server)
Hi Experts, We are migrating our file-sharing services from a local network file server to MS Teams/SPO. The requirement is to enable and give default sensitivity labels from the migrated files. Manually assigning sensitivity labels in over a TB of files is hectic and could be prone to error as well. MS Purview MIP labels and label policies are configured, however, at present, only new documents and/or revised files are only having the sensitivity labels assigned. Any suggestions, guide, and tips will be highly appreciated. Thanks, RheyJustification not triggered when downgrading between sublabels under same parent label
Hi all, I am looking for confirmation of expected behaviour with Microsoft Purview sensitivity labels and justification. We have justification enabled in our sensitivity label policy. When a user changes a label between labels that belong to the same label group, no justification prompt appears. When a user changes from a label in one label group to a label in a different label group, the justification prompt does appear as expected. Is this behavior by design? Specifically, does Microsoft treat the label group as the enforcement boundary for downgrade justification, meaning justification is not evaluated when moving between labels within the same group, even if effective protection is reduced? If this is expected, is there any supported way to require justification when downgrading between labels in the same label group? Thank you!Encryption disappears in Outlook - Sensitivity Label not working
Hello everyone, we implemented Sensitivity Labels at our client and have iconsistent and unexpected behavior, we cannot explain. Maybe some of you can help or have ideas on whats going on: Scenario / Use Case A customer is using Sensitivity Labels to encrypt emails in Exchange Online. Label configuration: The sensitivity label applies encryption The label is scoped (published) to a Microsoft 365 group User A and User B are members of this Microsoft 365 group and therefore can apply the label User are licensed with M365 Business Premium The label is published and available to User A and User B (member of above M365 group) User C is an external recipient and not included in the label’s publishing scope Observed Behaviors Scenario 1 – Encryption Lost When Forwarded Externally User A (internal) sends an email to User B (internal) using a sensitivity label that applies encryption. User B receives the email correctly: The lock icon in Outlook is displayed, the message is encrypted as expected User B forwards the email to User C (external) User C receives the forwarded email unencrypted: No lock icon is shown, User C can read the entire conversation history, including content that was previously encrypted Scenario 2 – Encryption Disappears Within an Internal Email Conversation In addition to the external forwarding scenario, we are also observing the following behavior within an internal email thread: User A sends an encrypted email to User B using the sensitivity label. User B replies to User A: The reply remains encrypted User A replies again within the same conversation Suddenly, the encryption disappears: The lock icon is no longer shown The message and the full conversation history is no longer protected This happens without any user action to remove or change the sensitivity label. Key Observation Both scenarios occur intermittently: Sometimes encryption behaves as expected Sometimes encryption disappears “out of nowhere” The behavior is not reliably reproducible, which makes troubleshooting very difficult. Any help is appreciated!
