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Microsoft Entra Conditional Access Optimization Agent - Move from Static to Continuous Protection
Conditional Access has long been Microsoft Entra’s Zero Trust policy engine—powerful, flexible, and can easily go wrong with misconfiguration over time due to large volume of policies. As the no of tenants increase the no of new users and applications the new modern authentication methods are introduced continuously, and Conditional Access policies that once provided full coverage often drift into partial or inconsistent protection. This is an operational gap which introduces complexity and manageability challenges. The solution to this is utilizing Conditional Access Optimization Agent, an AI‑powered agent integrated with Microsoft Security Copilot that continuously evaluates Conditional Access coverage and recommends targeted improvements aligned to Microsoft Zero Trust best practices. In this article, Let us understand what problem the agent can solve, how it works, how it can be best utilized with the real‑world Entra Conditional Access strategy. The Problem is Conditional Access does not break loudly Most Conditional Access issues are not caused by incorrect syntax or outright failure. Instead, they emerge gradually due to the continuous changes into the enviornment. New users are created but not included in existing policies New SaaS or enterprise apps bypass baseline controls MFA policies exist, but exclusions expand silently Legacy authentication or device code flow remains enabled for edge cases Multiple overlapping policies grow difficult to reason about Although there are tools like What‑If, Insights & Reporting, and Gap Analyzer workbooks help, they all require manual review and interpretation. At enterprise scale with large no of users and applications, this becomes increasingly reactive rather than preventative. What is the Conditional Access Optimization Agent? The Conditional Access Optimization Agent is one of the Microsoft Entra agents built to operate autonomously using Security Copilot. Its purpose is to continuously answer a critical question. Are all users, applications, and agent identities protected by the right Conditional Access policies - right now? The agent analyzes your tenant and recommends the following. Creating new policies Updating existing policies Consolidating similar policies Reviewing unexpected policy behavior patterns All recommendations are reviewable and optional, with actions typically staged in Report‑Only mode before enforcement. How the agents actually works ? The agent operates in two distinct phases - First the Analysis and then Recommendation & remediation During the analysis phase it evaluates the following. Enabled Conditional Access policies User, application, and agent identity coverage Authentication methods and device‑based controls Recent sign‑in activity (24‑hour evaluation window) Redundant or near‑duplicate policies This phase identifies gaps, overlaps, and deviations from Microsoft’s learned best practices. The next and final phase of recommendation and remediation depends on the results from the finding. Based on this the agent can suggest the following. Enforcing MFA where coverage is missing Adding device compliance or app protection requirements Blocking legacy authentication and device code flow Consolidating policies that differ only by minor conditions Creating new policies in report‑only mode Some of offer one click remediation making it easy for the administrators to control and enforce the decisions more appropriately. What are its key capabilities ? Continuous coverage validation The agent continuously checks for new users and applications that fall outside existing Conditional Access policy scope - one of the most common real‑world gaps in Zero Trust deployments. Policy consolidation support Large environments often accumulate near‑duplicate policies over time. The agent analyzes similar policy pairs and proposes consolidation, reducing policy sprawl while preserving intent. Plain‑language explanations Each recommendation includes a clear rationale explaining why the suggestion exists and what risk it addresses, helping administrators validate changes rather than blindly accepting automation. Policy review reports (This feature is still in preview) The agent can generate policy review reports that highlight spikes or dips in enforcement behavior—often early indicators of misconfiguration or unintended impact Beyond classic MFA and device controls, One of the most important use case is the agent also supports passkey adoption campaigns (This feature is still in preview) . It can include the following. Assess user readiness Generate phased deployment plans Guide enforcement once prerequisites are met This makes the agent not only a corrective tool, but it is helpful as a migration and modernization assistant for building phishing‑resistant authentication strategies. Zero Trust strategies utilizing agents For a mature Zero Trust strategies, the agent provides continuous assurance that Conditional Access intent does not drift as identities and applications evolve. The use of Conditional Access Optimization Agent does not replace the architectural design or automatic policy enforcement instead it can be utilized to ensure continuous evaluation, early‑alarm system for any policy drift and can act as a force‑multiplier for identity teams managing change at scale. The object of agent usage is to help close the gap upfront between policy intent depending on the actual use, instead of waiting for the analysis to complete upon resolving incidents and post auditing. In this modernized era, the identity environments are dynamic by default. The Microsoft Entra Conditional Access Optimization Agent reflects a shift toward continuous validation and assisted governance, where policies are no longer assumed to be correct simply because they exist. For organizations already mature in Conditional Access, the agent offers operational resilience. For those still building, it provides guardrails that scale with complexity but without removing human accountability.20Views0likes0CommentsKerberos and the End of RC4: Protocol Hardening and Preparing for CVE‑2026‑20833
CVE-2026-20833 addresses the continued use of the RC4‑HMAC algorithm within the Kerberos protocol in Active Directory environments. Although RC4 has been retained for many years for compatibility with legacy systems, it is now considered cryptographically weak and unsuitable for modern authentication scenarios. As part of the security evolution of Kerberos, Microsoft has initiated a process of progressive protocol hardening, whose objective is to eliminate RC4 as an implicit fallback, establishing AES128 and AES256 as the default and recommended algorithms. This change should not be treated as optional or merely preventive. It represents a structural change in Kerberos behavior that will be progressively enforced through Windows security updates, culminating in a model where RC4 will no longer be implicitly accepted by the KDC. If Active Directory environments maintain service accounts, applications, or systems dependent on RC4, authentication failures may occur after the application of the updates planned for 2026, especially during the enforcement phases introduced starting in April and finalized in July 2026. For this reason, it is essential that organizations proactively identify and eliminate RC4 dependencies, ensuring that accounts, services, and applications are properly configured to use AES128 or AES256 before the definitive changes to Kerberos protocol behavior take effect. Official Microsoft References CVE-2026-25177 - Security Update Guide - Microsoft - Active Directory Domain Services Elevation of Privilege Vulnerability Microsoft Support – How to manage Kerberos KDC usage of RC4 for service account ticket issuance changes related to CVE-2026-20833 (KB 5073381) Microsoft Learn – Detect and Remediate RC4 Usage in Kerberos AskDS – What is going on with RC4 in Kerberos? Beyond RC4 for Windows authentication | Microsoft Windows Server Blog So, you think you’re ready for enforcing AES for Kerberos? | Microsoft Community Hub Risk Associated with the Vulnerability When RC4 is used in Kerberos tickets, an authenticated attacker can request Service Tickets (TGS) for valid SPNs, capture these tickets, and perform offline brute-force attacks, particularly Kerberoasting scenarios, with the goal of recovering service account passwords. Compared to AES, RC4 allows significantly faster cracking, especially for older accounts or accounts with weak passwords. Technical Overview of the Exploitation In simplified terms, the exploitation flow occurs as follows: The attacker requests a TGS for a valid SPN. The KDC issues the ticket using RC4, when that algorithm is still accepted. The ticket is captured and analyzed offline. The service account password is recovered. The compromised account is used for lateral movement or privilege escalation. Official Timeline Defined by Microsoft Important clarification on enforcement behavior Explicit account encryption type configurations continue to be honored even during enforcement mode. The Kerberos hardening associated with CVE‑2026‑20833 focuses on changing the default behavior of the KDC, enforcing AES-only encryption for TGS ticket issuance when no explicit configuration exists. This approach follows the same enforcement model previously applied to Kerberos session keys in earlier security updates (for example, KB5021131 related to CVE‑2022‑37966), representing another step in the progressive removal of RC4 as an implicit fallback. January 2026 – Audit Phase Starting in January 2026, Microsoft initiated the Audit Phase related to changes in RC4 usage within Kerberos, as described in the official guidance associated with CVE-2026-20833. The primary objective of this phase is to allow organizations to identify existing RC4 dependencies before enforcement changes are applied in later phases. During this phase, no functional breakage is expected, as RC4 is still permitted by the KDC. However, additional auditing mechanisms were introduced, providing greater visibility into how Kerberos tickets are issued in the environment. Analysis is primarily based on the following events recorded in the Security Log of Domain Controllers: Event ID 4768 – Kerberos Authentication Service (AS request / Ticket Granting Ticket) Event ID 4769 – Kerberos Service Ticket Operations (Ticket Granting Service – TGS) Additional events related to the KDCSVC service These events allow identification of: the account that requested authentication the requested service or SPN the source host of the request the encryption algorithm used for the ticket and session key This information is critical for detecting scenarios where RC4 is still being implicitly used, enabling operations teams to plan remediation ahead of the enforcement phase. If these events are not being logged on Domain Controllers, it is necessary to verify whether Kerberos auditing is properly enabled. For Kerberos authentication events to be recorded in the Security Log, the corresponding audit policies must be configured. The minimum recommended configuration is to enable Success auditing for the following subcategories: Kerberos Authentication Service Kerberos Service Ticket Operations Verification can be performed directly on a Domain Controller using the following commands: auditpol /get /subcategory:"Kerberos Service Ticket Operations" auditpol /get /subcategory:"Kerberos Authentication Service" In enterprise environments, the recommended approach is to apply this configuration via Group Policy, ensuring consistency across all Domain Controllers. The corresponding policy can be found at: Computer Configuration - Policies - Windows Settings - Security Settings - Advanced Audit Policy Configuration - Audit Policies - Account Logon Once enabled, these audits record events 4768 and 4769 in the Domain Controllers’ Security Log, allowing analysis tools—such as inventory scripts or SIEM/Log Analytics queries—to accurately identify where RC4 is still present in the Kerberos authentication flow. April 2026 – Enforcement with Manual Rollback With the April 2026 update, the KDC begins operating in AES-only mode (0x18) when the msDS-SupportedEncryptionTypes attribute is not defined. This means RC4 is no longer accepted as an implicit fallback. During this phase, applications, accounts, or computers that still implicitly depend on RC4 may start failing. Manual rollback remains possible via explicit configuration of the attribute in Active Directory. July 2026 – Final Enforcement Starting in July 2026, audit mode and rollback options are removed. RC4 will only function if explicitly configured—a practice that is strongly discouraged. This represents the point of no return in the hardening process. Official Monitoring Approach Microsoft provides official scripts in the repository: https://github.com/microsoft/Kerberos-Crypto/tree/main/scripts The two primary scripts used in this analysis are: Get-KerbEncryptionUsage.ps1 The Get-KerbEncryptionUsage.ps1 script, provided by Microsoft in the Kerberos‑Crypto repository, is designed to identify how Kerberos tickets are issued in the environment by analyzing authentication events recorded on Domain Controllers. Data collection is primarily based on: Event ID 4768 – Kerberos Authentication Service (AS‑REQ / TGT issuance) Event ID 4769 – Kerberos Service Ticket Operations (TGS issuance) From these events, the script extracts and consolidates several relevant fields for authentication flow analysis: Time – when the authentication occurred Requestor – IP address or host that initiated the request Source – account that requested the ticket Target – requested service or SPN Type – operation type (AS or TGS) Ticket – algorithm used to encrypt the ticket SessionKey – algorithm used to protect the session key Based on these fields, it becomes possible to objectively identify which algorithms are being used in the environment, both for ticket issuance and session establishment. This visibility is essential for detecting RC4 dependencies in the Kerberos authentication flow, enabling precise identification of which clients, services, or accounts still rely on this legacy algorithm. Example usage: .\Get-KerbEncryptionUsage.ps1 -Encryption RC4 -Searchscope AllKdcs | Export-Csv -Path .\KerbUsage_RC4_All_ThisDC.csv -NoTypeInformation -Encoding UTF8 Data Consolidation and Analysis In enterprise environments, where event volumes may be high, it is recommended to consolidate script results into analytical tools such as Power BI to facilitate visualization and investigation. The presented image illustrates an example dashboard built from collected results, enabling visibility into: Total events analyzed Number of Domain Controllers involved Number of requesting clients (Requestors) Most frequently involved services or SPNs (Targets) Temporal distribution of events RC4 usage scenarios (Ticket, SessionKey, or both) This type of visualization enables rapid identification of RC4 usage patterns, remediation prioritization, and progress tracking as dependencies are eliminated. Additionally, dashboards help answer key operational questions, such as: Which services still depend on RC4 Which clients are negotiating RC4 for sessions Which Domain Controllers are issuing these tickets Whether RC4 usage is decreasing over time This combined automated collection + analytical visualization approach is the recommended strategy to prepare environments for the Microsoft changes related to CVE‑2026‑20833 and the progressive removal of RC4 in Kerberos. Visualizing Results with Power BI To facilitate analysis and monitoring of RC4 usage in Kerberos, it is recommended to consolidate script results into a Power BI analytical dashboard. 1. Install Power BI Desktop Download and install Power BI Desktop from the official Microsoft website 2. Execute data collection After running the Get-KerbEncryptionUsage.ps1 script, save the generated CSV file to the following directory: C:\Temp\Kerberos_KDC_usage_of_RC4_Logs\KerbEncryptionUsage_RC4.csv 3. Open the dashboard in Power BI Open the file RC4-KerbEncryptionUsage-Dashboards.pbix using Power BI Desktop. If you are interested, please leave a comment on this post with your email address, and I will be happy to share with you. 4. Update the data source If the CSV file is located in a different directory, it will be necessary to adjust the data source path in Power BI. As illustrated, the dashboard uses a parameter named CsvFilePath, which defines the path to the collected CSV file. To adjust it: Open Transform Data in Power BI. Locate the CsvFilePath parameter in the list of Queries. Update the value to the directory where the CSV file was saved. Click Refresh Preview or Refresh to update the data. Click Home → Close & Apply. This approach allows rapid identification of RC4 dependencies, prioritization of remediation actions, and tracking of progress throughout the elimination process. List-AccountKeys.ps1 This script is used to identify which long-term keys are present on user, computer, and service accounts, enabling verification of whether RC4 is still required or whether AES128/AES256 keys are already available. Interpreting Observed Scenarios Microsoft recommends analyzing RC4 usage by jointly considering two key fields present in Kerberos events: Ticket Encryption Type Session Encryption Type Each combination represents a distinct Kerberos behavior, indicating the source of the issue, risk level, and remediation point in the environment. In addition to events 4768 and 4769, updates released starting January 13, 2026, introduce new Kdcsvc events in the System Event Log that assist in identifying RC4 dependencies ahead of enforcement. These events include: Event ID 201 – RC4 usage detected because the client advertises only RC4 and the service does not have msDS-SupportedEncryptionTypes defined. Event ID 202 – RC4 usage detected because the service account does not have AES keys and the msDS-SupportedEncryptionTypes attribute is not defined. Event ID 203 – RC4 usage blocked (enforcement phase) because the client advertises only RC4 and the service does not have msDS-SupportedEncryptionTypes defined. Event ID 204 – RC4 usage blocked (enforcement phase) because the service account does not have AES keys and msDS-SupportedEncryptionTypes is not defined. Event ID 205 – Detection of explicit enablement of insecure algorithms (such as RC4) in the domain policy DefaultDomainSupportedEncTypes. Event ID 206 – RC4 usage detected because the service accepts only AES, but the client does not advertise AES support. Event ID 207 – RC4 usage detected because the service is configured for AES, but the service account does not have AES keys. Event ID 208 – RC4 usage blocked (enforcement phase) because the service accepts only AES and the client does not advertise AES support. Event ID 209 – RC4 usage blocked (enforcement phase) because the service accepts only AES, but the service account does not have AES keys. https://support.microsoft.com/en-gb/topic/how-to-manage-kerberos-kdc-usage-of-rc4-for-service-account-ticket-issuance-changes-related-to-cve-2026-20833-1ebcda33-720a-4da8-93c1-b0496e1910dc They indicate situations where RC4 usage will be blocked in future phases, allowing early detection of configuration issues in clients, services, or accounts. These events are logged under: Log: System Source: Kdcsvc Below are the primary scenarios observed during the analysis of Kerberos authentication behavior, highlighting how RC4 usage manifests across different ticket and session encryption combinations. Each scenario represents a distinct risk profile and indicates specific remediation actions required to ensure compliance with the upcoming enforcement phases. Scenario A – RC4 / RC4 In this scenario, both the Kerberos ticket and the session key are issued using RC4. This is the worst possible scenario from a security and compatibility perspective, as it indicates full and explicit dependence on RC4 in the authentication flow. This condition significantly increases exposure to Kerberoasting attacks, since RC4‑encrypted tickets can be subjected to offline brute-force attacks to recover service account passwords. In addition, environments remaining in this state have a high probability of authentication failure after the April 2026 updates, when RC4 will no longer be accepted as an implicit fallback by the KDC. Events Associated with This Scenario During the Audit Phase, this scenario is typically associated with: Event ID 201 – Kdcsvc Indicates that: the client advertises only RC4 the service does not have msDS-SupportedEncryptionTypes defined the Domain Controller does not have DefaultDomainSupportedEncTypes defined This means RC4 is being used implicitly. This event indicates that the authentication will fail during the enforcement phase. Event ID 202 – Kdcsvc Indicates that: the service account does not have AES keys the service does not have msDS-SupportedEncryptionTypes defined This typically occurs when: legacy accounts have never had their passwords reset only RC4 keys exist in Active Directory Possible Causes Common causes include: the originating client (Requestor) advertises only RC4 the target service (Target) is not explicitly configured to support AES the account has only legacy RC4 keys the msDS-SupportedEncryptionTypes attribute is not defined Recommended Actions To remediate this scenario: Correctly identify the object involved in the authentication flow, typically: a service account (SPN) a computer account or a Domain Controller computer object Verify whether the object has AES keys available using analysis tools or scripts such as List-AccountKeys.ps1. If AES keys are not present, reset the account password, forcing generation of modern cryptographic keys (AES128 and AES256). Explicitly define the msDS-SupportedEncryptionTypes attribute to enable AES support. Recommended value for modern environments: 0x18 (AES128 + AES256) = 24 As illustrated below, this configuration can be applied directly to the msDS-SupportedEncryptionTypes attribute in Active Directory. AES can also be enabled via Active Directory Users and Computers by explicitly selecting: This account supports Kerberos AES 128 bit encryption This account supports Kerberos AES 256 bit encryption These options ensure that new Kerberos tickets are issued using AES algorithms instead of RC4. Temporary RC4 Usage (Controlled Rollback) In transitional scenarios—during migration or troubleshooting—it may be acceptable to temporarily use: 0x1C (RC4 + AES) = 28 This configuration allows the object to accept both RC4 and AES simultaneously, functioning as a controlled rollback while legacy dependencies are identified and corrected. However, the final objective must be to fully eliminate RC4 before the final enforcement phase in July 2026, ensuring the environment operates exclusively with AES128 and AES256. Scenario B – AES / RC4 In this case, the ticket is protected with AES, but the session is still negotiated using RC4. This typically indicates a client limitation, legacy configuration, or restricted advertisement of supported algorithms. Events Associated with This Scenario During the Audit Phase, this scenario may generate: Event ID 206 Indicates that: the service accepts only AES the client does not advertise AES in the Advertised Etypes In this case, the client is the issue. Recommended Action Investigate the Requestor Validate operating system, client type, and advertised algorithms Review legacy GPOs, hardening configurations, or settings that still force RC4 For Linux clients or third‑party applications, review krb5.conf, keytabs, and Kerberos libraries Scenario C – RC4 / AES Here, the session already uses AES, but the ticket is still issued using RC4. This indicates an implicit RC4 dependency on the Target or KDC side, and the environment may fail once enforcement begins. Events Associated with This Scenario This scenario may generate: Event ID 205 Indicates that the domain has explicit insecure algorithm configuration in: DefaultDomainSupportedEncTypes This means RC4 is explicitly allowed at the domain level. Recommended Action Correct the Target object Explicitly define msDS-SupportedEncryptionTypes with 0x18 = 24 Revalidate new ticket issuance to confirm full migration to AES / AES Conclusion CVE‑2026‑20833 represents a structural change in Kerberos behavior within Active Directory environments. Proper monitoring is essential before April 2026, and the msDS-SupportedEncryptionTypes attribute becomes the primary control point for service accounts, computer accounts, and Domain Controllers. July 2026 represents the final enforcement point, after which there will be no implicit rollback to RC4.JoaoFrancaApr 04, 2026Copper Contributor3.4KViews3likes7CommentsSentinel to Defender Portal Migration - my 5 Gotchas to help you
The migration to the unified Defender portal is one of those transitions where the documentation covers "what's new" but glosses over what breaks on cutover day. Here are the gotchas that consistently catch teams off-guard, along with practical fixes. Gotcha 1: Automatic Connector Enablement When a Sentinel workspace connects to the Defender portal, Microsoft auto-enables certain connectors - often without clear notification. The most common surprises: Connector Auto-Enables? Impact Defender for Endpoint Yes EDR telemetry starts flowing, new alerts created Defender for Cloud Yes Additional incidents, potential ingestion cost increase Defender for Cloud Apps Conditional Depends on existing tenant config Azure AD Identity Protection No Stays in Sentinel workspace only Immediate action: Within 2 hours of connecting, navigate to Security.microsoft.com > Connectors & integrations > Data connectors and audit what auto-enabled. Compare against your pre-migration connector list and disable anything unplanned. Why this matters: Auto-enabled connectors can duplicate data sources - ingesting the same telemetry through both Sentinel and Defender connectors inflates Log Analytics costs by 20-40%. Gotcha 2: Incident Duplication The most disruptive surprise. The same incident appears twice: once from a Sentinel analytics rule, once from the Defender portal's auto-created incident creation rule. SOC teams get paged twice, deduplication breaks, and MTTR metrics go sideways. Diagnosis: SecurityIncident | where TimeGenerated > ago(7d) | summarize IncidentCount = count() by Title | where IncidentCount > 1 | order by IncidentCount desc If you see unexpected duplicates, the cause is almost certainly the auto-enabled Microsoft incident creation rule conflicting with your existing analytics rules. Fix: Disable the auto-created incident creation rule in Sentinel Automation rules, and rely on your existing analytics rule > incident mapping instead. This ensures incidents are created only through Sentinel's pipeline. Gotcha 3: Analytics Rule Title Dependencies The Defender portal matches incidents to analytics rules by title, not by rule ID. This creates subtle problems: Renaming a rule breaks the incident linkage Copying a rule with a similar title causes cross-linkage Two workspaces with identically named rules generate separate incidents for the same alert Prevention checklist: Audit all analytics rule titles for uniqueness before migration Document the title-to-GUID mapping as a reference Avoid renaming rules en masse during migration Use a naming convention like <Severity>_<Tactic>_<Technique> to prevent collisions Gotcha 4: RBAC Gaps Sentinel workspace RBAC roles don't directly translate to Defender portal permissions: Sentinel Role Defender Portal Equivalent Gap Microsoft Sentinel Responder Security Operator Minor - name change Microsoft Sentinel Contributor Security Operator + Security settings (manage) Significant - split across roles Sentinel Automation Contributor Automation Contributor (new) New role required Migration approach: Create new unified RBAC roles in the Defender portal that mirror your existing Sentinel permissions. Test with a pilot group before org-wide rollout. Keep workspace RBAC roles for 30 days as a fallback. Gotcha 5: Automation Rules Don't Auto-Migrate Sentinel automation rules and playbooks don't carry over to the Defender portal automatically. The syntax has changed, and not all Sentinel automation actions are available in Defender. Recommended approach: Export existing Sentinel automation rules (screenshot condition logic and actions) Recreate them in the Defender portal Run both in parallel for one week to validate behavior Retire Sentinel automation rules only after confirming Defender equivalents work correctly Practical Migration Timeline Phase 1 - Pre-migration (1-2 weeks before): Audit connectors, analytics rules, RBAC roles, and automation rules Document everything - titles, GUIDs, permissions, automation logic Test in a pilot environment first Phase 2 - Cutover day: Connect workspace to Defender portal Within 2 hours: audit auto-enabled connectors Within 4 hours: check for duplicate incidents Within 24 hours: validate RBAC and automation rules Phase 3 - Post-migration (1-2 weeks after): Monitor incident volume for duplication spikes Validate automation rules fire correctly Collect SOC team feedback on workflow impact After 1 week of stability: retire legacy automation rules Phase 4 - Cleanup (2-4 weeks after): Remove duplicate automation rules Archive workspace-specific RBAC roles once unified RBAC is stable Update SOC runbooks and documentation The bottom line: treat this as a parallel-run migration, not a lift-and-shift. Budget 2 weeks for parallel operations. Teams that rushed this transition consistently reported longer MTTR during the first month post-migration.18Views0likes0CommentsFeature Request: Extend Security Copilot inclusion (M365 E5) to M365 A5 Education tenants
Background At Ignite 2025, Microsoft announced that Security Copilot is included for all Microsoft 365 E5 customers, with a phased rollout starting November 18, 2025. This is a significant step forward for security operations. The gap Microsoft 365 A5 for Education is the academic equivalent of E5 — it includes the same core security stack: Microsoft Defender, Entra, Intune, and Purview. However, the Security Copilot inclusion explicitly covers only commercial E5 customers. There is no public roadmap or timeline for extending this benefit to A5 education tenants. Why this matters Education institutions face the same cybersecurity threats as commercial organizations — often with fewer dedicated security resources. The A5 license was positioned as the premium security offering for education. Excluding it from Security Copilot inclusion creates an inequity between commercial and education customers holding functionally equivalent license tiers. Request We would like Microsoft to: Confirm whether Security Copilot inclusion will be extended to M365 A5 Education tenants If yes, provide an indicative timeline If no, clarify the rationale and what alternative paths exist for education customers Are other EDU admins in the same situation? Would appreciate any upvotes or comments to help raise visibility with the product team.lehmannjApr 01, 2026Copper Contributor21Views0likes0CommentsPurview DLP Policy Scope - Shared Mailbox
I have created a block policy in Purview DLP and scoped to a security group. The policy triggers when a scoped user sends email that matches the policy criteria but doesnt detect when the user sends the same email from a shared mailbox. Is that a feature of Purview DLP? I had expected the policy to still trigger as email is sent by the scoped user 'on behalf of' the shared mailbox, and the outbound email appears in Exchange Admin as coming from the scoped user.SolvedGrahamP67Apr 01, 2026Copper Contributor841Views0likes2CommentsSent email cannot be viewed by sender when encrypted.
Emails that are sent in outlook are not viewable in the sent items folder of the outlook desktop app but work fine in the outlook web app. The error that shows is the same as the one for when recipients cannot view the email in the email client but if they click on the link it still does not let them view the email. Seems to be affecting only certain members of the organisation but there does not seems to be a pattern of software/admin rights/plugins/etc. Does anyone have any ideas as to what is likely to cause this? Thanks.adamwaringMar 31, 2026Copper Contributor3.3KViews0likes4CommentsText formatting issue with URL Hyperlinking in phishing campaign indicators.
I am running some phishing campaigns and while editing a payload i added a URL hyperlinking indicator. I type in the text for the indicator and include some empty lines. However, when it's previewed and in the actual email extra lines are removed. This makes it look all crammed together and not very readable. Any idea how i can include empty lines to break it up?lfk73Mar 28, 2026Brass Contributor57Views0likes1CommentDevice Inventory and discovery - private vs corporate network
Trying to sanity‑check something in Defender, and hoping this is the right place given how many Defender products exist now. Goal: get an accurate device inventory of everything connected to the network. I’ve gone through the configuration so it should only be showing devices on our corporate network. We’re a mixed environment with on‑prem users, remote/VPN users, and external endpoints. What I’m unsure about: Devices showing 10.x.x.x make sense — that’s our internal corporate network. But I’m also seeing devices with 192.168.x.x addresses. In a Defender device inventory, what would typically cause 192.168.x.x devices to appear? Are these likely remote/VPN clients, home routers, or something misconfigured? Posting screen snip of some findings.HathMHMar 27, 2026Copper Contributor55Views0likes2CommentsAuthentication Context (Entra ID) Use case
Microsoft Entra ID has evolved rapidly over the last few years, with Microsoft continuously introducing new identity, access, and security capabilities as part of the broader Zero Trust strategy. While many organizations hold the necessary Entra ID and Microsoft 365 licenses (often through E3 or E5 bundles), a number of these advanced features remain under‑utilised or entirely unused. This is frequently due to limited awareness, overlapping capabilities or uncertainty about where and how these features provide real architectural value. One such capability which is not frequently used is Authentication Context. Although this feature is available for quite some time, it is often misunderstood or overlooked because it does not behave like traditional Conditional Access controls. Consider Authentication Context as a mobile “assurance tag” that connects a resource (or a particular access route to that resource) to one or several Conditional Access (CA) policies, allowing security measures to be enforced with resource-specific accuracy instead of broad, application-wide controls. Put simply, it permits step-up authentication only when users access sensitive information or perform critical actions, while maintaining a smooth experience for the “regular path.” When used intentionally, it enables resource‑level and scenario‑driven access control, allowing organizations to apply stronger authentication only where it is actually needed without increasing friction across the entire user experience. Not expensive Most importantly to use Authentication Context the minimum licensing requirement is Microsoft Entra ID Premium P1 which most customers already have this license. so you not need to convenience for higher license to utilize this feature. But do note Entra Premium 2 is needed if your Conditional Access policy uses advanced signals, such as: User or sign‑in risk (Identity Protection) Privileged Identity Management (PIM) protected roles Risk‑based Conditional Access policies The Workflow Architecturally, Authentication Context works when a claims request is made as part of token issuance commonly expressed via the acrs claim. When the request includes a specific context (for example c1), Entra evaluates CA policies that target that context and forces the required controls (MFA, device compliance, trusted location, etc.). The important constraint: the context must be requested/triggered by a supported workload (e.g., SharePoint) or by an application designed to request the claim; it is not an automatic “detect any action inside any app” feature. Lets look at few high level architecture reference 1. Define “assurance tiers” as contexts Create a small set of contexts (e.g., c1: Confidential Access, c2: Privileged Operations) and publish them for use by supported apps/services. 2. Bind contexts to resources Assign the context to the resource boundary you want to protect—most commonly SharePoint sites (directly or via sensitivity labels), so only those sites trigger the context. (e.g - Specific SharePoint sites like financials, agreements etc ) 3. Attach Conditional Access policies to the context Create CA policies that target the context and define enforcement requirements (Additional MFA strength, mandating device compliance, or location constraint through named locations etc.). The context is the “switch” that activates those policies at the right moment. 4. Validate runtime behavior and app compatibility Because authentication context can impact some client apps and flows, validate supported clients and known limitations (especially for SharePoint/OneDrive/Teams integrations). Some Practical Business Scenarios Scenario A — Confidential SharePoint Sites (M&A / Legal / HR) Problem: You want stronger controls for a subset of SharePoint sites without forcing those controls for all SharePoint access. Architect pattern: Tag the confidential site(s) with Authentication Context and apply a CA policy requiring stronger auth (e.g., compliant device + MFA) for that context. Pre-reqs: SharePoint Online support for authentication context; appropriate licensing and admin permissions; CA policies targeted to the context Scenario B — “Step-up” Inside a Custom Line-of-Business App Problem: Users can access the app normally, but certain operations (approval, export, privileged view) need elevated assurance. Architect pattern: Build the app on OpenID Connect/OAuth2 and explicitly request the authentication context (via acrs) when the user reaches the sensitive path; CA then enforces step-up. Pre-reqs: App integrated with Microsoft identity platform using OIDC/OAuth2; the app can trigger claims requests/handle claim challenges where applicable; CA policies defined for the context Scenario C — Granular “Resource-based” Zero Trust Without Blanket MFA Problem: Security wants strong controls on crown jewels, but business wants minimal prompts for routine work. Architect pattern: Use authentication context to enforce higher assurance only for protected resources (e.g., sensitive SharePoint sites). This provides least privilege at the resource boundary while reducing global friction. Pre-reqs: Clearly defined resource classification; authentication context configured and published; CA policies and monitoring. In a nutshell, Authentication Context allows organizations to move beyond broad, one‑size‑fits‑all Conditional Access policies and adopt a more precise, resource‑driven security model. By using it to link sensitive resources or protected access paths to stronger authentication requirements, organizations can improve security outcomes while minimizing unnecessary user friction. When applied deliberately and aligned to business‑critical assets, Authentication Context helps close the gap between licensing capability and real‑world value—turning underused Entra ID features into practical, scalable Zero Trust controls. If you find this useful, please do not forget to like and add your thoughts 🙂Rescheduled Webinar: Copilot Skilling Series
Rescheduled Webinar Copilot Skilling Series | Security Copilot Agents, DSPM AI Observability, and IRM for Agents Hello everyone! The Copilot Skilling Series webinar on Security Copilot Agents, DSPM AI Observability, and IRM for Agents originally scheduled for April 16th, has been rescheduled for April 28th at 8:00 AM Pacific Time. We are sorry for the inconvenience and hope to see you there on the 28th. Please register for the updated time at http://aka.ms/securitycommunity All the best! The Security Community TeamemilyfallaMar 25, 2026Microsoft36Views0likes0Comments
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