From DLP Alert Volume to Measurable Detection Assurance
Introducing Data Security Workbench Built on the newly released Microsoft Purview DLP API, Data Security Workbench is an open-source starting point for any customer who wants to turn DLP alert volume into explainable detection assurance and controlled response. The gap between alert volume and operational confidence Microsoft Purview surfaces the activity that matters. But security teams still face the same operational challenge: connecting alerts to event evidence, understanding why a Sensitive Information Type fired, identifying the right business owner, deciding what should change, and responding without exposing the data they are trying to protect. That work is typically split across scripts, exports, spreadsheets, portals, and one-off analyst knowledge. The result is familiar — alert volume grows faster than confidence, tuning decisions are hard to defend, and remediation becomes either too cautious to help or too broad to trust. The goal is not to process more alerts. It is to make detection quality and response safety measurable operational controls. Detection Assurance: a closed-loop control cycle Detection Assurance determines whether your sensitive-data controls are behaving accurately. It explains why they fire, produces reviewable improvements, and proves whether those improvements worked — all as a repeatable, closed-loop process. STEP 1: Observe Define the SIT boundary, tuning profile, and control language STEP 2: Explain Analyze detections to separate signal from systemic noise STEP 3: Improve Generate a reviewable Purview implementation plan STEP 4: Prove Compare post-change outcomes against the original baseline Full transparency into detection behavior Each assessment produces a verbose Classification Efficiency Report documenting every detection across the scoped estate. It shows the total matches processed, how much noise was identified, the contextual patterns, underlying taxonomies, and where false positives concentrate. If you need to understand exactly what was flagged and why, the report gives full transparency — noise detection rate, primary workload, false-positive reduction opportunity, and pattern-level detail for every SIT rule in scope. From report to reviewable Purview implementation plan From this evidence, the system generates a Purview implementation plan. Each recommended step specifies the exact tuning change to make in your environment — the target SIT, the exact portal path, the current problem, and the precise configuration steps. Critically, each step explains why the change is safe to implement, quantifies the expected reduction in false positives, and flags associated risks. For example, it may recommend refining a sensitive information type pattern to exclude authentication token structures generating false matches, and tells you the expected noise reduction from that single change. From assurance to operational response Each tuning round also updates a DLP response store with the AI verdict for every analyzed incident. The system triages events — identifying which are genuine exposure and which are systemic noise — and records a privacy-safe rationale alongside each verdict. These verdicts can then be written in bulk back to the Purview incidents (as comments and tags in Microsoft Defender), or used to reach out to affected end users with guided remediation steps via email or Teams. After an explicitly approved incident update, the privacy-safe Detection Assurance rationale appears in the Microsoft Defender incident activity timeline — making outcomes easy to explain without requiring a separate incident queue. Useful AI without an uncontrolled data boundary Evidence is redacted by default. Classification boundaries fail closed. Microsoft Graph writes remain explicitly controlled. The default assessment mode excludes detected values, identities, recipients, content names, senders, and subjects from the AI payload. Departments are resolved locally before identity redaction — the model receives the department, not the person used to resolve it. Sensitive-value analysis, when needed, requires separate configuration, a confirmation phrase, DPAPI protection, and an explicit per-run choice. Live Graph actions (incident updates, email, Teams notifications) are disabled by default and require server enablement, an exact confirmation phrase, bounded targets, and an execution ledger. Dry-run is always the first gate. Model routing The workbench uses a luna model for high-volume event analysis and triage, and a Terra model for generating reports, implementation plans, and next-step recommendations. All AI is grounded in Purview data — no external training, no hosted data path, no opaque execution. Get started Turn your next DLP review into a measurable control cycle Built on the newly released Microsoft Purview DLP API, this open-source workbench is a starting point any customer can build from. Local-first, transparent, and ready to adapt to your organization. Explore the project →
From “No” to “Now”: A 7-Layer Strategy for Enterprise AI Safety
The “block” posture on Generative AI has failed. In a global enterprise, banning these tools doesn't stop usage; it simply pushes intellectual property into unmanaged channels and creates a massive visibility gap in corporate telemetry. The priority has now shifted from stopping AI to hardening the environment so that innovation can run at velocity without compromising data sovereignty. Traditional security perimeters are ineffective against the “slow bleed” of AI leakage - where data moves through prompts, clipboards, and autonomous agents rather than bulk file transfers. To secure this environment, a 7-layer defense-in-depth model is required to treat the conversation itself as the new perimeter. 1. Identity: The Only Verifiable Perimeter Identity is the primary control plane. Access to AI services must be treated with the same rigor as administrative access to core infrastructure. The strategy centers on enforcing device-bound Conditional Access, where access is strictly contingent on device health. To solve the "Account Leak" problem, the deployment of Tenant Restrictions v2 (TRv2) is essential to prevent users from signing into personal tenants using corporate-managed devices. For enhanced coverage, Universal Tenant Restrictions (UTR) via Global Secure Access (GSA) allows for consistent enforcement at the cloud edge. While TRv2 authentication-plane is GA, data-plane protection is GA for the Microsoft 365 admin center and remains in preview for other workloads such as SharePoint and Teams. 2. Eliminating the Visibility Gap (Shadow AI) You can’t secure what you can't see. Microsoft Defender for Cloud Apps (MDCA) serves to discover and govern the enterprise AI footprint, while Purview DSPM for AI (formerly AI Hub) monitors Copilot and third-party interactions. By categorizing tools using MDCA risk scores and compliance attributes, organizations can apply automated sanctioning decisions and enforce session controls for high-risk endpoints. 3. Data Hygiene: Hardening the “Work IQ” AI acts as a mirror of internal permissions. In a "flat" environment, AI acts like a search engine for your over-shared data. Hardening the foundation requires automated sensitivity labeling in Purview Information Protection. Identifying PII and proprietary code before assigning AI licenses ensures that labels travel with the data, preventing labeled content from being exfiltrated via prompts or unauthorized sharing. 4. Session Governance: Solving the “Clipboard Leak” The most common leak in 2025 is not a file upload; it’s a simple copy-paste action or a USB transfer. Deploying Conditional Access App Control (CAAC) via MDCA session policies allows sanctioned apps to function while specifically blocking cut/copy/paste. This is complemented by Endpoint DLP, which extends governance to the physical device level, preventing sensitive data from being moved to unmanaged USB storage or printers during an AI-assisted workflow. Purview Information Protection with IRM rounds this out by enforcing encryption and usage rights on the files themselves. When a user tries to print a "Do Not Print" document, Purview triggers an alert that flows into Microsoft Sentinel. This gives the SOC visibility into actual policy violations instead of them having to hunt through generic activity logs. 5. The “Agentic” Era: Agent 365 & Sharing Controls Now that we're moving from "Chat" to "Agents", Agent 365 and Entra Agent ID provide the necessary identity and control plane for autonomous entities. A quick tip: in large-scale tenants, default settings often present a governance risk. A critical first step is navigating to the Microsoft 365 admin center (Copilot > Agents) to disable the default “Anyone in organization” sharing option. Restricting agent creation and sharing to a validated security group is essential to prevent unvetted agent sprawl and ensure that only compliant agents are discoverable. 6. The Human Layer: “Safe Harbors” over Bans Security fails when it creates more friction than the risk it seeks to mitigate. Instead of an outright ban, investment in AI skilling-teaching users context minimization (redacting specifics before interacting with a model) - is the better path. Providing a sanctioned, enterprise-grade "Safe Harbor" like M365 Copilot offers a superior tool that naturally cuts down the use of Shadow AI. 7. Continuous Ops: Monitoring & Regulatory Audit Security is not a “set and forget” project, particularly with the EU AI Act on the horizon. Correlating AI interactions and DLP alerts in Microsoft Sentinel using Purview Audit (specifically the CopilotInteraction logs) data allows for real-time responses. Automated SOAR playbooks can then trigger protective actions - such as revoking an Agent ID - if an entity attempts to access sensitive HR or financial data. Final Thoughts Securing AI at scale is an architectural shift. By layering Identity, Session Governance, and Agentic Identity, AI moves from being a fragmented risk to a governed tool that actually works for the modern workplace.
How to Recover Data from a Damaged or Corrupted OST File When Outlook Cannot Open It
Hi everyone, I have seen several cases where users still have an old OST file but cannot access the mailbox data inside it. This usually happens after an Outlook profile is removed, a Microsoft 365 or Exchange account is changed, a mailbox is no longer available, or the OST file becomes damaged or corrupted. One common misunderstanding is that an OST file can be opened on another computer in the same way as a PST file. However, an OST file is linked to the Outlook profile and mailbox that created it. If that connection is no longer available, Outlook may not be able to open the file normally. Before trying to recover the OST data, it is worth checking a few things: Is the original Microsoft 365 or Exchange mailbox still available? Can the Outlook profile be recreated and synchronized again? Is the issue related to the OST file itself or only the Outlook profile? Do you need the complete mailbox data or only specific folders/items? If the mailbox is still available, rebuilding the Outlook profile and allowing Outlook to create a new OST may be the better approach. However, if the mailbox no longer exists, the Outlook profile has been deleted, or the OST file is damaged and contains the only available copy of the mailbox data, recovery becomes a different process. In these situations, it is important to first check what information is still readable from the OST file. Scanning and previewing the mailbox data before export can help identify available folders, emails, attachments, contacts, and calendar items before creating a new PST file. A practical OST recovery workflow usually involves: Keeping a copy of the original OST file before making any changes. Checking whether the original mailbox can still be synchronized. Scanning the OST file to identify available mailbox items. Reviewing important folders and messages. Exporting the required data to PST. Validating the resulting PST in Outlook. A detailed overview of the OST to PST conversion process, including scanning, previewing, selecting mailbox items, and exporting recoverable data, is available here: https://www.edbmails.com/pages/ost-to-pst-converter.html One important point to remember is that recovery results depend on the condition and readability of the OST file. A conversion tool can help extract available mailbox information, but it cannot recreate data that is no longer present or readable inside the source file.Authorization and Governance for AI Agents: Runtime Authorization Beyond Identity at Scale
Designing Authorization‑Aware AI Agents at Scale Enforcing Runtime RBAC + ABAC with Approval Injection (JIT) Microsoft Entra Agent Identity enables organizations to govern and manage AI agent identities in Copilot Studio, improving visibility and identity-level control. However, as enterprises deploy multiple autonomous AI agents, identity and OAuth permissions alone cannot answer a more critical question: “Should this action be executed now, by this agent, for this user, under the current business and regulatory context?” This post introduces a reusable Authorization Fabric—combining a Policy Enforcement Point (PEP) and Policy Decision Point (PDP)—implemented as a Microsoft Entra‑protected endpoint using Azure Functions/App Service authentication. Every AI agent (Copilot Studio or AI Foundry/Semantic Kernel) calls this fabric before tool execution, receiving a deterministic runtime decision: ALLOW / DENY / REQUIRE_APPROVAL / MASK Who this is for Anyone building AI agents (Copilot Studio, AI Foundry/Semantic Kernel) that call tools, workflows, or APIs Organizations scaling to multiple agents and needing consistent runtime controls Teams operating in regulated or security‑sensitive environments, where decisions must be deterministic and auditable Why a V2? Identity is necessary—runtime authorization is missing Entra Agent Identity (preview) integrates Copilot Studio agents with Microsoft Entra so that newly created agents automatically get an Entra agent identity, manageable in the Entra admin center, and identity activity is logged in Entra. That solves who the agent is and improves identity governance visibility. But multi-agent deployments introduce a new risk class: Autonomous execution sprawl — many agents, operating with delegated privileges, invoking the same backends independently. OAuth and API permissions answer “can the agent call this API?” They do not answer “should the agent execute this action under business policy, compliance constraints, data boundaries, and approval thresholds?” This is where a runtime authorization decision plane becomes essential. The pattern: Microsoft Entra‑Protected Authorization Fabric (PEP + PDP) Instead of embedding RBAC logic independently inside every agent, use a shared fabric: PEP (Policy Enforcement Point): Gatekeeper invoked before any tool/action PDP (Policy Decision Point): Evaluates RBAC + ABAC + approval policies Decision output: ALLOW / DENY / REQUIRE_APPROVAL / MASK This Authorization Fabric functions as a shared enterprise control plane, decoupling authorization logic from individual agents and enforcing policies consistently across all autonomous execution paths. Architecture (POC reference architecture) Use a single runtime decision plane that sits between agents and tools. What’s important here Every agent (Copilot Studio or AI Foundry/SK) calls the Authorization Fabric API first The fabric is a protected endpoint (Microsoft Entra‑protected endpoint required) Tools (Graph/ERP/CRM/custom APIs) are invoked only after an ALLOW decision (or approval) Trust boundaries enforced by this architecture Agents never call business tools directly without a prior authorization decision The Authorization Fabric validates caller identity via Microsoft Entra Authorization decisions are centralized, consistent, and auditable Approval workflows act as a runtime “break-glass” control for high-impact actions This ensures identity, intent, and execution are independently enforced, rather than implicitly trusted. Runtime flow (Decision → Approval → Execution) Here is the runtime sequence as a simple flow (you can keep your Mermaid diagram too). ```mermaid flowchart TD START(["START"]) --> S1["[1] User Request"] S1 --> S2["[2] Agent Extracts Intent\n(action, resource, attributes)"] S2 --> S3["[3] Call /authorize\n(Entra protected)"] S3 --> S4 subgraph S4["[4] PDP Evaluation"] ABAC["ABAC: Tenant · Region · Data Sensitivity"] RBAC["RBAC: Entitlement Check"] Threshold["Approval Threshold"] ABAC --> RBAC --> Threshold end S4 --> Decision{"[5] Decision?"} Decision -->|"ALLOW"| Exec["Execute Tool / API"] Decision -->|"MASK"| Masked["Execute with Masked Data"] Decision -->|"DENY"| Block["Block Request"] Decision -->|"REQUIRE_APPROVAL"| Approve{"[6] Approval Flow"} Approve -->|"Approved"| Exec Approve -->|"Rejected"| Block Exec --> Audit["[7] Audit & Telemetry"] Masked --> Audit Block --> Audit Audit --> ENDNODE(["END"]) style START fill:#4A90D9,stroke:#333,color:#fff style ENDNODE fill:#4A90D9,stroke:#333,color:#fff style S1 fill:#5B5FC7,stroke:#333,color:#fff style S2 fill:#5B5FC7,stroke:#333,color:#fff style S3 fill:#E8A838,stroke:#333,color:#fff style S4 fill:#FFF3E0,stroke:#E8A838,stroke-width:2px style ABAC fill:#FCE4B2,stroke:#999 style RBAC fill:#FCE4B2,stroke:#999 style Threshold fill:#FCE4B2,stroke:#999 style Decision fill:#fff,stroke:#333 style Exec fill:#2ECC71,stroke:#333,color:#fff style Masked fill:#27AE60,stroke:#333,color:#fff style Block fill:#C0392B,stroke:#333,color:#fff style Approve fill:#F39C12,stroke:#333,color:#fff style Audit fill:#3498DB,stroke:#333,color:#fff ``` Design principle: No tool execution occurs until the Authorization Fabric returns ALLOW or REQUIRE_APPROVAL is satisfied via an approval workflow. Where Power Automate fits (important for readers) In most Copilot Studio implementations, Agents calls Power Automate (agent flows), is the practical integration layer that calls enterprise services and APIs. Copilot Studio supports “agent flows” as a way to extend agent capabilities with low-code workflows. For this pattern, Power Automate typically: acquires/uses the right identity context for the call (depending on your tenant setup), and calls the /authorize endpoint of the Authorization Fabric, returns the decision payload to the agent for branching. Copilot Studio also supports calling REST endpoints directly using the HTTP Request node, including passing headers such as Authorization: Bearer <token>. Protected endpoint only: Securing the Authorization Fabric with Microsoft Entra For this V2 pattern, the Authorization Fabric must be protected using Microsoft Entra‑protected endpoint on Azure Functions/App Service (built‑in auth). Microsoft Learn provides the configuration guidance for enabling Microsoft Entra as the authentication provider for Azure App Service / Azure Functions. Step 1 — Create the Authorization Fabric API (Azure Function) Expose an authorization endpoint: HTTP Step 2 — Enable Microsoft Entra‑protected endpoint on the Function App In Azure Portal: Function App → Authentication Add identity provider → Microsoft Choose Workforce configuration (enterprise tenant) Set Require authentication for all requests This ensures the Authorization Fabric is not callable without a valid Entra token. Step 3 — Optional hardening (recommended) Depending on enterprise posture, layer: IP restrictions / Private endpoints APIM in front of the Function for rate limiting, request normalization, centralized logging (For a POC, keep it minimal—add hardening incrementally.) Externalizing policy (so governance scales) To make this pattern reusable across multiple agents, policies should not be hardcoded inside each agent. Instead, store policy definitions in a central policy store such as Cosmos DB (or equivalent configuration store), and have the PDP load/evaluate policies at runtime. Why this matters: Policy changes apply across all agents instantly (no agent republish) Central governance + versioning + rollback becomes possible Audit and reporting become consistent across environments (For the POC, a single JSON document per policy pack in Cosmos DB is sufficient. For production, add versioning and staged rollout.) Store one PolicyPack JSON document per environment (dev/test/prod). Include version, effectiveFrom, priority for safe rollout/rollback. Minimal decision contract (standard request / response) To keep the fabric reusable across agents, standardize the request payload. Request payload (example) Decision response (deterministic) Example scenario (1 minute to understand) Scenario: A user asks a Finance agent to create a Purchase Order for 70,000. Even if the user has API permission and the agent can technically call the ERP API, runtime policy should return: REQUIRE_APPROVAL (threshold exceeded) trigger an approval workflow execute only after approval is granted This is the difference between API access and authorized business execution. Sample Policy Model (RBAC + ABAC + Approval) This POC policy model intentionally stays simple while demonstrating both coarse and fine-grained governance. 1) Coarse‑grained RBAC (roles → actions) FinanceAnalyst CreatePO up to 50,000 ViewVendor FinanceManager CreatePO up to 100,000 and/or approve higher spend 2) Fine‑grained ABAC (conditions at runtime) ABAC evaluates context such as region, classification, tenant boundary, and risk: 3) Approval injection (Agent‑level JIT execution) For higher-risk/high-impact actions, the fabric returns REQUIRE_APPROVAL rather than hard deny (when appropriate): How policies should be evaluated (deterministic order) To ensure predictable and auditable behavior, evaluate in a deterministic order: Tenant isolation & residency (ABAC hard deny first) Classification rules (deny or mask) RBAC entitlement validation Threshold/risk evaluation Approval injection (JIT step-up) This prevents approval workflows from bypassing foundational security boundaries such as tenant isolation or data sovereignty. Copilot Studio integration (enforcing runtime authorization) Copilot Studio can call external REST APIs using the HTTP Request node, including passing headers such as Authorization: Bearer <token> and binding response schema for branching logic. Copilot Studio also supports using flows with agents (“agent flows”) to extend capabilities and orchestrate actions. Option A (Recommended): Copilot Studio → Agent Flow (Power Automate) → Authorization Fabric Why: Flows are a practical place to handle token acquisition patterns, approval orchestration, and standardized logging. Topic flow: Extract user intent + parameters Call an agent flow that: calls /authorize returns decision payload Branch in the topic: If ALLOW → proceed to tool call If REQUIRE_APPROVAL → trigger approval flow; proceed only if approved If DENY → stop and explain policy reason Important: Tool execution must never be reachable through an alternate topic path that bypasses the authorization check. Option B: Direct HTTP Request node to Authorization Fabric Use the Send HTTP request node to call the authorization endpoint and branch using the response schema. This approach is clean, but token acquisition and secure secretless authentication are often simpler when handled via a managed integration layer (flow + connector). AI Foundry / Semantic Kernel integration (tool invocation gate) For Foundry/SK agents, the integration point is before tool execution. Semantic Kernel supports Azure AI agent patterns and tool integration, making it a natural place to enforce a pre-tool authorization check. Pseudo-pattern: Agent extracts intent + context Calls Authorization Fabric Enforces decision Executes tool only when allowed (or after approval) Telemetry & audit (what Security Architects will ask for) Even the best policy engine is incomplete without audit trails. At minimum, log: agentId, userUPN, action, resource decision + reason + policyIds approval outcome (if any) correlationId for downstream tool execution Why it matters: you now have a defensible answer to: “Why did an autonomous agent execute this action?” Security signal bonus: Denials, unusual approval rates, and repeated policy mismatches can also indicate prompt injection attempts, mis-scoped agents, or governance drift. What this enables (and why it scales) With a shared Authorization Fabric: Avoid duplicating authorization logic across agents Standardize decisions across Copilot Studio + Foundry agents Update governance once (policy change) and apply everywhere Make autonomy safer without blocking productivity Closing: Identity gets you who. Runtime authorization gets you whether/when/how. Copilot Studio can automatically create Entra agent identities (preview), improving identity governance and visibility for agents. But safe autonomy requires a runtime decision plane. Securing that plane as an Entra-protected endpoint is foundational for enterprise deployments. In enterprise environments, autonomous execution without runtime authorization is equivalent to privileged access without PIM—powerful, fast, and operationally risky.Why am I not getting Comcast emails on my iPhone?
Hi everyone, I’m trying to convert several pictures on my iPhone into PDF files so I https://comcast-support-usa-94hq.bolt.host/ can email or upload them more easily. Sometimes I need to combine the pictures into a single PDF, but I also need to batch-convert them so that each picture becomes a separate PDF. I’ve seen suggestions about using the Files app or the Print menu, but I haven’t found a way to do this with either option. Is there a built-in way to do this on an iPhone, or can it be done through OneDrive or another Microsoft app? I’d like the pictures to remain in the correct order and stay clear without making the PDF unnecessarily large. Any advice would be appreciated. Thanks!
Insider Risk Level not being correctly picked up by DLP
I have two users currently with assigned Insider Risk levels, one elevated and one minor. I have taken the templated DLP policy (DSPM for AI - Block sensitive info from AI sites) which looks for sensitive information being pasted to generative AI sites, and applies a block if the user is an elevated risk user, and a block with override for a moderate/minor risk user (this was audit only originally). For each advanced DLP rule within that policy, I have a separate policy tip which shows so I know which Advanced DLP rule has been hit. However, I'm having some discrepancies with the correct insider risk level being identified by Purview and therefore the wrong advanced DLP rule is being applied. Testing examples: Logged into a Windows 11 PC with the account, and using Medium confidence UK NINO's I try pasting the content into ChatGPT: Elevated risk user: Block with Override Minor Risk user: Block with Override If I try the exact same scenario on a different PC, I can sometimes get to the point where even though its the same set of data, Purview allows me to paste it at after checking the data. Or in another scenario, I was getting both users hitting the "elevated risk" advanced DLP rule. The Devices are all showing as up to date sync wise with DLP policies, and the policy itself is showing as fully synced. Assigned insider risk levels: DLP Rules: Elevated: Moderate/Minor:Expanding Purview DLP and Information Protection to Foreign Platforms
Microsoft Purview is expanding its ability to process data from external services such as Google Workspace and Box through DLP policies and Information Protection auto-labeling. Everything depends on Microsoft Defender for Cloud Apps connectors to fetch data from the external services to Azure to be processed there. This is an esoteric play that will appeal to certain enterprise Microsoft 365 tenants with the need for a common protection strategy across multiple cloud platforms. https://office365itpros.com/2026/08/14/external-services-dlp/Purview DLP Blocks Sharing Files with Specific Domains or Users
A new DLP rule is available to control sharing of SharePoint and OneDrive files with selected domains and email addresses. The new rule supports an allow list (permit sharing) and can also specify a deny list (block sharing). The user interface takes a little getting used to, but when everything is configured and SharePoint has had a chance to respond to the block, the rule works and any attempt by a blocked user to use a sharing link is refused. https://office365itpros.com/2026/07/22/block-sharing-dlp-sharepoint/Sensitivity Auto-labelling via Document Property
Why is this needed? Sensitivity labels are generally relevant within an organisation only. If a file is labelled within one environment and then moved to another environment, sensitivity label content markings may be visible, but by default, the applied sensitivity label will not be understood. This can lead to scenarios where information that has been generated externally is not adequately protected. My favourite analogy for these scenarios is to consider the parallels between receiving sensitive information and unpacking groceries. When unpacking groceries, you might sit your grocery bag on a counter or on the floor next to the pantry. You’ll likely then unpack each item, take a look at it and then decide where to place it. Without looking at an item to determine its correct location, you might place it in the wrong location. Porridge might be safe from the kids on the bottom shelf. If you place items that need to be protected, such as chocolate, on the bottom shelf, it’s not likely to last very long. So, I affectionately refer to information that hasn’t been evaluated as ‘porridge’, as until it has been checked, it will end up on the bottom shelf of the pantry where it is quite accessible. Label-based security controls, such as Data Loss Prevention (DLP) policies using conditions of ‘content contains sensitivity label’ will not apply to these items. To ensure the security of any contained sensitive information, we should look for potential clues to its sensitivity and then utilize these clues to ensure that the contained information is adequately protected - We take a closer look at the ‘porridge’, determine whether it’s an item that needs protection and if so, move it to a higher shelf in the pantry so that it’s out of reach for the kids. Effective use of Purview revolves around the use of ‘know your data’ strategies. We should be using as many methods as possible to try to determine the sensitivity of items. This can include the use of Sensitive Information Types (SITs) containing keyword or pattern-based classifiers, trainable classifiers, Exact Data Match, Document fingerprinting, etc. Matching items via SITs present in the items content can be problematic due to false positives. Keywords like ‘Sensitive’ or ‘Protected’ may be mentioned out of context, such as when referring to a classification or an environment. When classifications have been stamped via a property, it allows us to match via context rather than content. We don’t need to guess at an item’s sensitivity if another system has already established what the item’s classification is. These methods are much less prone to false positives. Why isn’t everyone doing this? Document properties are often not considered in Purview deployments. SharePoint metadata management seems to be a dying artform and most compliance or security resources completing Purview configurations don’t have this skill set. There’s also a lack of understanding of the relevance of checking for item properties. Microsoft haven’t helped as the documentation in this space is somewhat lacking and needs to be unpicked via some aligning DLP guidance (Create a DLP policy to protect documents with FCI or other properties). Many of these configurations will also be tied to regional requirements. Document properties being used by systems where I’m from, in Australia, will likely be very different to those used in other parts of the world. In the following sections, we’ll take a look at applicable use cases and walk through how to enable these configurations. Scenarios for use Labelling via document property isn’t for everyone. If your organisation is new to classification or you don’t have external partners that you collaborate with at higher sensitivity levels, then this likely isn’t for you. For those that collaborate heavily and have a shared classification framework, as is often seen across government, this is a must! This approach will also be highly relevant to multi-tenant organisations or conglomerates where information is regularly shared between environments. The following scenarios are examples of where this configuration will be relevant: 1. Migrating from 3 rd party classification tools If an item has been previously stamped by a 3 rd party classification tool, then evaluating its applied document properties will provide a clear picture of its security classification. These properties can then be used in service-based auto-labelling policies to effectively transition items from 3 rd party tools to Microsoft Purview sensitivity labels. As labels are applied to items, they will be brought into scope of label-based controls. 2. Detecting data spill Data spill is a term that is used to define situations where information that is of a higher than permitted security classification land in an environment. Consider a Microsoft 365 tenant that is approved for the storage of Official information but Top Secret files are uploaded to it. Document properties that align with higher than permitted classifications provide us with an almost guaranteed method of identifying spilled items. Pairing this document property with an auto-labelling policy allows for the application of encryption to lock unauthorized users out of the items. Tools like Content Explorer and eDiscovery can then be used to easily perform cleanup activities. If using document properties and auto-labelling for this purpose, keep in mind that you’ll need to create sensitivity labels for higher than permitted classifications in order to catch spilled items. These labels won’t impact usability as you won’t publish them to users. You will, however, need to publish them to a single user or break glass account so that they’re not ignored by auto-labelling. 3. Blocking access by AI tools If your organization was concerned about items with certain properties applied being accessed by generative AI tools, such as Copilot, you could use Auto-labelling to apply a sensitivity label that restricts EXTRACT permissions. You can find some information on this at Microsoft 365 Copilot data protection architecture | Microsoft Learn. This should be relevant for spilled data, but might also be useful in situations where there are certain records that have been marked via properties and which should not be Copilot accessible. 4. External Microsoft Purview Configurations Sensitivity labels are relevant internally only. A label, in its raw form, is essentially a piece of metadata with an ID (or GUID) that we stamp on pieces of information. These GUIDs are understood by your tenant only. If an item marked with a GUID shows up in another Microsoft 365 tenant, the GUID won’t correspond with any of that tenant’s labels or label-based controls. The art in Microsoft Purview lies in interpreting the sensitivity of items based on content markings and other identifiers, so that data security can be maintained. Document properties applied by Purview, such as ClassificationContentMarkingHeaderText are not relevant to a specific tenant, which makes them portable. We can use these properties to help maintain classifications as items move between environments. 5. Utilizing metadata applied by Records Management solutions Some EDRMS, Records or Content Management solutions will apply properties to items. If an item has been previously managed and then stamped with properties, potentially including a security classification, via one of these systems, we could use this information to inform sensitivity label application. 6. 3 rd party classification tools used externally Even if your organisation hasn’t been using 3rd party classification tools, you should consider that partner organisations, such as other Government departments, might be. Evaluating the properties applied by external organisations to items that you receive will allow you to extend protections to these items. If classification tools like Janus or Titus are used in your geography/industry, then you may want to consider checking for their properties. Regarding the use of auto-classification tools Some organisations, particularly those in Government, will have organisational policies that prevent the use of automatic classification capabilities. These policies are intended to ensure that each item is assessed by an actual person for risk of disclosure rather than via an automated service that could be prone to error. However, when auto-labelling is used to interpret and honour existing classifications, we are lowering rather than raising the risk profile. If the item’s existing classification (applied via property) is ignored, the item will be treated as porridge and is likely to be at risk. If auto-labelling is able to identify a high-risk item and apply the relevant label, it will then be within scope of Purview’s data security controls, including label-based DLP, groups and sites data out of place alerting, and potentially even item encryption. The outcome is that, through the use of auto-labelling, we are able to significantly reduce risk of inappropriate or unintended disclosure. Configuration Process Setting up document property-based auto-labelling is fairly straightforward. We need to setup a managed property and then utilize it an auto-labelling policy. Below, I've split this process into 6 steps: Step 1 – Prepare your files In order to make use of document properties, an item with the properties applied will first need to be indexed by SharePoint. SharePoint will record the properties as ‘crawled properties’, which we’ll then need to convert into ‘managed properties’ to make them useful. If you already have items with the relevant properties stored in SharePoint, then they are likely already indexed. If not, you’ll need to upload or create an item or items with the properties applied. For testing, you’ll want to create a file with each property/value combination so that you can confirm that your auto-labelling policies are all working correctly. This could require quite a few files depending on the number of properties you’re looking for. To kick off your crawled property generation though, you could create or upload a single file with the correct properties applied. For example: In the above, I’ve created properties for ClassificationContentMarkingHeaderText and ClassificationContentMarkingFooterText, which you’ll often see applied by Purview when an item has a sensitivity label content marking applied to it. I’ve also included properties to help identify items classified via JanusSeal, Titus and Objective. Step 2 – Index the files After creating or uploading your file, we then need SharePoint to index it. This should happen fairly quickly depending on the size of your environment. I'd expect to wait sometime between 10 minutes and 24 hrs. If you're not in a hurry, then I'd recommend just checking back the next day. You'll know when this has been completed when you head into SharePoint Admin > Search > Managed Search Schema > Crawled Properties and can find your newly indexed properties: Step 3 – Configure managed properties Next, the properties need to be configured as managed properties. To do this, go to SharePoint Admin > More features > Search > Managed Search Schema > Managed Properties. Create a new managed property and give it a name. Note that there are some character restrictions in naming, but you should be able to get it close to your document property name. Set the property’s type to text, select queryable and retrievable. Under ‘mappings to crawled properties’, choose add mapping, search for and select the property indexed from the file property. Note that the crawled property will have the same name as your document property, so there’s no need to browse through all of them: Repeat this so that you have a managed property for each document property that you want to look for. Step 4 – Configure Auto-labelling policies Next up, create some auto-labelling policies. You’ll need one for each label that you want to apply, not one per property as you can check multiple properties within the one auto-labelling policy. - From within Purview, head to Information Protection > Policies > Auto-labelling policies. - Create a new policy using the custom policy template. - Give your policy an appropriate name (e.g. Label PROTECTED via property). - Select the label that you want to apply (e.g. PROTECTED). - Select SharePoint based services (SharePoint and OneDrive). - Name your auto-labelling rules appropriately (e.g. SPO – Contains PROTECTED property) - Enter your conditions as a long string with property and value separated via a colon and multiple entries separated with a comma. For example: ClassificationContentMarkingHeaderText:PROTECTED,ClassificationContentMarkingFooterText:PROTECTED,Objective-Classification:PROTECTED,PMDisplay:PROTECTED,TitusSEC:PROTECTED Note that the properties that you are referencing are the Managed Property rather than the document property. This will be relevant if your managed property ended up having a different name due to character restrictions. After pasting in your string into the UI, the resultant rule should look something like this: When done, you can either leave your policy in simulation mode or save it and then turn it on from the auto-labelling policies screen. Just be aware of any potential impacts, such as accidently locking users out by automatically deploying a label with encryption configuration. You can reduce any potential impact by targeting your auto-labelling policy at a site or set of sites initially and then expanding its scope after testing. Step 5 - Test Testing your configuration will be as easy as uploading or creating a set of files with the relevant document properties in place. Once uploaded, you’ll need to give SharePoint some time to index the items and then the auto-labelling policy some time to apply sensitivity labels to them. To confirm label application, you can head to the document library where your test files are located and enable the sensitivity column. Files that have been auto-labelled will have their label listed: You could also check for auto-labelling activity in Purview via Activity explorer: Step 6 – Expand into DLP If you’ve spent the time setting up managed properties, then you really should consider capitalizing on them in your DLP configurations. DLP policy conditions can be configured in the same manner that we configured Auto-labelling in Step 3 above. The document property also gives us an anchor for DLP conditions that is independent of an item’s sensitivity label. You may wish to consider the following: DLP policies blocking external sharing of items with certain properties applied. This might be handy for situations where auto-labelling hasn’t yet labelled an item. DLP policies blocking the external sharing of items where the applied sensitivity label doesn’t match the applied document property. This could provide an indication of risky label downgrade. You could extend such policies into Insider Risk Management (IRM) by creating IRM policies that are aligned with the above DLP policies. This will allow for document properties to be considered in user risk calculation, which can inform controls like Adaptive Protection. Here's an example of a policy from the DLP rule summary screen that shows conditions of item contains a label or one of our configured document properties: Thanks for reading and I hope this article has been of use. If you have any questions or feedback, please feel free to reach out.DLP Prevents Microsoft 365 Copilot from Processing External Email
A new (preview) DLP capability allows Microsoft 365 tenants to block Microsoft 365 Copilot from processing the content of external email. When set, any message coming from a domain that’s not in a tenant’s accepted domain list is blocked for Copilot for grounding, referencing, or summarization. It’s an effective way of blocking threat like prompt injections transmitted in email too, but some people might not like blocking all their external email. https://office365itpros.com/2026/07/29/dlp-external-email-copilot/
