Windows 11 24H2 Sec Baseline → Broken SSO to on‑prem (Root cause: PKINIT SHA‑1 baseline)
Hi all, I ran into an issue with Entra-joined devices using Windows Hello for Business (Cloud Kerberos Trust) that might help others working with Windows 11 24H2 security baselines. Scenario Windows 11 25H2 devices Entra-joined (not hybrid) Intune-managed Windows Hello for Business (WHfB) enabled Cloud Kerberos Trust configured On-prem AD (Windows Server 2019/2022 DCs) Access to SMB shares / on-prem applications Symptoms SSO to on-prem resources fails Users get credential/PIN prompt instead of SSO Error message: “The system cannot contact a domain controller to service the authentication request” Client-side observations: klist → no tickets (initially) After enabling Cloud Kerberos Trust: klist get krbtgt → works klist get cifs/server.domain → fails Error: 0xc000a100 / 0x3bc4 Hash generation for the specified version and hash type is not enabled on server Root Cause The issue was caused by a Windows 11 24H2 security baseline setting related to Kerberos/PKINIT. The 24H2 baseline introduces a policy for configuring hash algorithms for certificate-based Kerberos authentication (PKINIT). This setting allows environments to disable SHA-1 and require SHA-2 algorithms. [applepie.se] Important detail: This configuration only works if the domain controllers fully support PKINIT with SHA-2, which effectively requires Windows Server 2025 domain controllers across the environment. If SHA-1 is disabled while running: Windows Server 2019 or 2022 DCs Mixed environments then PKINIT authentication fails, which directly impacts: Windows Hello for Business Cloud Kerberos Trust Any passwordless Kerberos-based authentication Why this is difficult to troubleshoot Cloud Kerberos Trust appears correctly configured AzureADKerberos object exists PRT is valid Network connectivity is fine However: Kerberos tickets are not issued correctly Service tickets (CIFS, HTTP, etc.) fail Errors are misleading and point to KDC/hash issues No explicit warning is provided in baseline guidance that mixed environments will break Resolution Revert the baseline change and allow SHA-1 for PKINIT again. Policy location: Computer Configuration → System → Kerberos / KDC → Configure hash algorithms for certificate logon Ensure: SHA-1 is set to Allowed/Default After reverting: Kerberos ticket issuance works SSO to on-prem resources is restored Recommendation Do not disable SHA-1 for PKINIT unless: All domain controllers are Windows Server 2025, and PKINIT SHA-2 support has been fully validated Treat this setting as future hardening, not production-safe for mixed environments today. Takeaway If you experience: WHfB + Cloud Kerberos Trust SSO failures klist get errors with hash generation issues Missing or failing Kerberos service tickets check the PKINIT hash configuration from the 24H2 security baseline first.MDOP is out of support: What to do next with Microsoft Intune
By: Joe Lurie – Sr. Product Manager | Microsoft Intune On April 14, 2026, the Microsoft Desktop Optimization Pack (MDOP) reached the end of extended support. Microsoft no longer provides security updates, bug fixes, or technical support for MDOP components. For more information, refer to: Microsoft Desktop Optimization Pack (MDOP) support extended. If your organization still relies on parts of MDOP, it’s time to move to supported options. In most cases, including Windows desktop management, app virtualization, BitLocker administration, and Group Policy change control, you can handle the same workloads with capabilities in Microsoft Entra ID, Intune, Windows 11, and Configuration Manager. Moving these workloads to the cloud does more than keep you supported. It removes on-premises server infrastructure you have to stand up and patch, brings management of cross-platform devices into a unified console, and connects capabilities like encryption and recovery into a Zero Trust framework with Conditional Access. Quick start checklist Inventory what you actually use. Confirm whether Application Virtualization (App-V) server components, Microsoft BitLocker Administration and Monitoring (MBAM), Diagnostics and Recovery Toolset (DaRT), User Experience Virtualization (UE-V), or Advanced Group Policy Management (AGPM) are still in production. Prioritize BitLocker Management first. If you still rely on MBAM, plan your move to BitLocker management in Intune and confirm recovery key escrow is working as expected. Plan your App-V exit. Keep existing App-V packages running where needed but shift net-new packaging work to MSIX. Validate your PC recovery story. Document how you’ll handle common break/fix scenarios using Quick Machine Recovery, WinRE, bootable media, and Intune remote actions. Decide how you want to handle policy change management. For cloud policy, we recommend Multi Admin Approval for sensitive actions and policy-as-code practices for versioning and review. App-V App-V let you virtualize applications so they could run in isolated environments without a traditional install, which helped avoid app conflicts. It was especially useful for legacy line-of-business apps that were hard to install or update cleanly. Important The App-V server components (Management Server, Publishing Server, Reporting Server) reached end of extended support in April 2026. The App-V client and sequencer are still included with Windows Enterprise and Education editions. They will continue to receive security fixes for the support lifecycle of the Windows versions they ship with. If you are distributing App-V packages today via Configuration Manager, that can still work. The key change is that you should not plan on using the standalone App-V server infrastructure going forward. For more details refer to: App-V in Windows support policy. What to do instead: For new packaging work, we recommend moving to MSIX. MSIX is a modern packaging format that supports clean install and uninstall and more predictable updating. The MSIX Packaging Tool can help you convert existing installers. In Azure Virtual Desktop, MSIX App Attach can deliver apps without baking them into the base image. A good starting point is to inventory your App-V packages, identify the ones you still need, and prioritize candidates to convert to MSIX. MBAM MBAM gave IT admins centralized control over BitLocker, including policy enforcement, compliance reporting, and a self-service recovery portal. Many organizations used MBAM as their standard management solution. What to do instead: We recommend replacing MBAM with Microsoft Intune’s BitLocker policy management through an Endpoint security policy. Intune management provides backup of recovery keys to Microsoft Entra ID, reporting, and Conditional Access integration so you can require encryption for access to company resources. If you already manage devices with Intune, you may only need to create a disk encryption policy and confirm recovery keys are being escrowed. For detailed guidance, review Encrypt Windows devices with BitLocker using Intune. DaRT DaRT provided a bootable recovery environment with advanced tools like file recovery, registry editing, and offline troubleshooting. You typically used DaRT when a machine wouldn’t boot and you needed to repair it or recover data without reimaging. What to do instead: Windows includes the Windows Recovery Environment (WinRE) with tools like Startup Repair, System Restore, command prompt, and reset options. For many scenarios DaRT covered, WinRE is enough. You can also boot from a Windows installation USB, select "Repair your computer," and use the recovery tools for tasks like offline troubleshooting. For managed devices, you can pair recovery options with Intune remote actions, such as restart, wipe, or collect diagnostics, or use Quick Machine Recovery. Additionally, Quick Machine Recovery can automatically detect and fix boot failures using cloud-based remediation delivered through Windows Update, with no hands-on IT intervention required for managed devices running Windows 11 version 24H2 or later. You can enable and configure it through the settings catalog in Intune, and Windows Autopilot scenarios for redeployment. These don’t replace every DaRT capability, but they cover many common use cases and work without shipping a separate recovery toolkit. UE-V UE-V roamed (synchronized) some user application and OS settings to persist across devices so users could sign in to a different Windows PC and keep a familiar experience. This was often used in shared workstation scenarios. What to do instead: For Windows settings roaming, Windows Backup for Organizations syncs certain Windows settings across Microsoft Entra ID joined devices. Review the latest guidance to confirm which settings are covered and how to enable it in your environment. Important: Windows Backup for Organizations syncs Windows settings (theme, password, language) but doesn’t roam per-application settings for Win32 apps. Some apps may provide their own cloud-based sync. Windows Backup for Organizations is not a direct replacement for UE-V. For user files, we recommend OneDrive Known Folder Move to back up Desktop, Documents, and Pictures so content follows the user. Many Microsoft applications also sync their own settings through the cloud, which reduces the need for an OS-level roaming solution. Another option is to use a virtualized solution, like Azure Virtual Desktop or Windows 365. With a Cloud PC, users connect to the same environment from any device, so settings and apps are already there when they sign in. For scenarios where UE-V mattered most, like shared workstation environments, Windows 365 can be a practical alternative. And for Azure Virtual Desktop, FSLogix is a viable option. Important: Enterprise State Roaming does not roam per-application settings for traditional Win32 desktop apps the way UE-V did. So, Windows 365 may not be the right fit if you need settings roaming across multiple physical devices. AGPM AGPM brought version control, change tracking, and approval workflows to Group Policy management. Instead of an admin changing Group Policy Objects (GPOs) directly in production, AGPM enforced a check-out and check-in model with full audit history. This mattered most in environments with strict change management requirements. What to do instead: Move to cloud-managed endpoints and replace Group Policy settings with Intune configuration profiles and security baselines. The settings catalog in Intune includes thousands of settings, including many ADMX-backed policies. If you use custom ADMX files for third-party or internal applications, you can import them into Intune. For settings that aren’t available in the catalog, custom OMA-URI profiles can sometimes be used, depending on the CSP support for that setting. For change management, Intune offers Multi Admin Approval for certain policy changes, which can add a second-admin approval step. If you want deeper versioning and review workflows, we often see teams using Configuration as Code. Teams practicing Configuration as Code define Intune policies as code or structured data, such as in a JSON file stored outside the Intune admin center. This can be stored in version control like Azure DevOps or GitHub, and use Microsoft Graph – directly or via tooling – to deploy and reconcile the service. This enables deep versioning, peer review, and repeatable, auditable changes. And with Intune, you can use Graph API to get two years of audit events. Summary MDOP tool What it did Cloud-native replacement App-V (Server) Application virtualization and streaming MSIX packaging and Intune deployment (client still supported in Windows) MBAM BitLocker management and recovery Intune management of BitLocker and Microsoft Entra ID key escrow DaRT Bootable diagnostics and recovery Windows Recovery Environment (WinRE), bootable USB, and Intune remote actions UE-V User settings roaming Windows 365 Cloud PC, Windows Backup for Organizations, OneDrive Known Folder Move, app-native sync AGPM GPO version control and approval workflows Intune settings catalog, Multi Admin Approval, policy-as-code in source control Moving forward By moving to cloud endpoint management, most MDOP scenarios are covered through Microsoft Intune and Microsoft Entra ID supported capabilities with less infrastructure to maintain, making it easier for you to manage. If you haven’t started planning yet, we suggest starting with MBAM since Intune is the most direct replacement. Then, you can work through App-V, DaRT, UE-V, and AGPM based on what’s still in use. If you’re in the middle of an MDOP exit and need help leave a comment below or reach out to us on X @IntuneSuppTeam. Tell us which components you still have and how you manage endpoints today (Intune, Configuration Manager, hybrid, or other). We can help you sanity-check dependencies, choose an order of operations, and avoid common migration pitfalls. Join our community! Discuss real-world scenarios, get expert guidance, connect with peers, and influence the future of Microsoft Security products. Learn more at aka.ms/JoinIntuneCommunity.Secure Boot Q&A opportunities continue in July
If you're still working through Secure Boot certificate update rollouts, Microsoft is continuing the conversation throughout July with three opportunities to get your questions answered by the people closest to the technology. Whether you're focused on Windows Server deployments, virtualization platforms, or OEM updates, these upcoming events are designed to help you navigate planning, validation, troubleshooting, and implementation questions in a live, interactive format. Microsoft engineers and subject matter experts will be available to respond directly to questions from the community. Coming up in July: July 1 - Windows Server Secure Boot AMA Ask Microsoft engineers about Secure Boot certificate updates in Windows Server environments, including deployment planning, monitoring, troubleshooting, and more. July 8 - Secure Boot Office Hours for virtualized environments Bring your questions about Hyper-V, Azure offerings, Windows 365, VMware, and other virtualization scenarios. July 15 - OEM Secure Boot Office Hours Connect with experts to discuss OEM-specific questions, such as firmware considerations, as you prepare for or validate Secure Boot certificate updates. Questions don't have to wait until the events start. With community events, you can post your questions and comments ahead of time, then join the discussion live or catch up when it's convenient for you. Hope you find these events helpful. You can also catch up on demand with the series of Secure Boot AMAs that have taken place over the past several months. Here are the three most recent editions: Ask Microsoft Anything: Secure Boot - June 2026 Ask Microsoft Anything: Secure Boot - May 2026 Ask Microsoft Anything: Secure Boot - April 2026How to enable HTTPS support for Microsoft Connected Cache for Enterprise and Education
By: Aditya Middha | Product Manager 2 - Microsoft Connected Cache Starting on June 16 th , 2026, or soon after, Intune will enforce HTTPS content delivery for customers using Microsoft Connected Cache for Enterprise and Education. To continue using Microsoft Connected Cache to localize Intune Win32 app downloads and reduce the bandwidth impact on your network, you’ll need to configure HTTPS on Connected Cache nodes. Without this configuration, devices will still fetch the requested content, but they’ll fall back to the Content Delivery Network (CDN) and lose the performance and bandwidth savings that Microsoft Connected Cache provides. This guide assumes you have already deployed a standalone Microsoft Connected Cache node in your environment. If not, please see the Create and configure Microsoft Connected Cache nodes page. By the end of this walkthrough, you’ll be able to: Prepare the TLS certificate that your Connected Cache needs Enable HTTPS support on both Windows and Linux‑based Microsoft Connected Cache servers Validate that HTTPS is working end‑to‑end Diagnose the most common setup issues This guide mirrors the workflow described in Microsoft Connected Cache’s public documentation. For further explanation of what HTTPS support changes for Microsoft Connected Cache review HTTPS Support for Microsoft Connected Cache Overview, then proceed to Configure HTTPS on Windows or Configure HTTPS on Linux. Step-by-step: Enabling HTTPS support To keep this walkthrough easy to follow, the screenshots and command examples use a simple, reproducible environment that matches what most admins will see during their first HTTPS configuration. In this guide, the examples are based on: A single Connected Cache node deployment Windows 11, using a local user runtime account Public certificate authority (CA)-signed TLS certificate This baseline environment is only meant to make the screenshots and file paths predictable. Your own environment may look different, and that’s completely fine. Many customers run Microsoft Connected Cache on: Linux (Ubuntu or RHEL) Windows Server 2022 or Windows Server 2025 Networks with outbound restrictions Most of the workflow is identical across these variations. The folder structure, log locations, and command flow will look nearly the same on any Windows host. If you’re running Microsoft Connected Cache on Linux, the workflow is the same, but simpler—bash scripts are ran directly instead of being invoked through PowerShell. If your environment includes proxies, make sure all required endpoints are allowed. Before you start Before generating a certificate signing request (CSR) or importing a certificate, there are a few quick checks to make sure your Connected Cache server can enable HTTPS successfully. First, visit the “Cache Node Management” tab on Azure portal. Under the “Software Version” column, verify that your cache node is running on software version 2.0.0.2112 or higher. If not, you will need to reinstall Connected Cache. Next, confirm the hostname or IP address your client devices use to reach your Connected Cache node—this value will be configured when you generate the CSR. Also, ake sure port 443 is free on the host; Microsoft Connected Cache needs to bind to it. Finally, if your network performs TLS-inspection, ensure the required endpoints are allowed. Intercepted HTTPS traffic will cause devices to reject Microsoft Connected Cache’s TLS certificate, even if everything else is configured correctly. Once these checks are done, your node is ready for the HTTPS workflow: generate the CSR on your Connected Cache host machine, sign it with your CA, and import the resulting certificate. For more details, refer to the documentation: HTTPS on Windows Prerequisites. 1. Generate a CSR The first step in enabling HTTPS support is generating a CSR directly on your Microsoft Connected Cache node. This step cannot be skipped. Microsoft Connected Cache must create the CSR itself so it can generate and retain the private key that will later be paired with your signed certificate during TLS negotiation. When configuring the parameters for the generateCsr script, the most important values to get right are the Subject and SAN. These must match exactly how your managed client devices connect to your Connected Cache node. If the client devices use FQDN, include that FQDN; if they connect via IP, include that IP. A mismatch here won’t break CSR generation, but it’ll cause clients to bypass Microsoft Connected Cache later since they won’t trust the certificate during the TLS negotiation. For parameter configuration guidance on your specific environment, review these documented scenario-based parameter examples. After parameter configuration, you will need to locate the Installer scripts directory, the same as when you installed Microsoft Connected Cache originally. You can move directly to this path by running the following command in your terminal: Push-Location (deliveryoptimization-cli mcc-get-scripts-path) Once in the correct folder path, run the generateCsr command with your configured parameters. Running the command launches the CSR generation workflow inside the Microsoft Connected Cache-managed Windows Subsystem for Linux (WSL) distribution. The terminal output shows exactly what Connected Cache is doing: where it stores certificate files, where logs are written, which WSL distribution is being used, and the final location of the generated CSR. You’ll also see that Microsoft Connected Cache runs the CSR generation as a scheduled task inside WSL—this is expected and part of the normal flow. For example: This output confirms that Microsoft Connected Cache: Validated the CSR request Passed the Subject (Common Name) and SAN values to the internal script Generated the private key and CSR, stored both inside the container Wrote logs to the \Certificates\logs folder Created the CSR file in the Certificates folder When the process completes, you’ll see the timestamped CSR written to the Windows-side certificates folder (…\Certificates\certs). This is the file you’ll submit to your signing CA: Troubleshooting: Every time you run generateCsr, Microsoft Connected Cache writes a full log to a directory that ends with …\Certificates\logs. The terminal output shows you the exact path, and you can always return to this folder if you need to understand what happened during CSR generation. If you do need to troubleshoot, start by opening the most recent log file. The generateCsr log provides a detailed trace of each step. The following lines are checkpoints (in order) that you can look for in the more extensive log output: “Algorithm validation passed / CSR name validation passed” - Microsoft Connected Cache accepted your inputs and is ready to generate the CSR. “Subject Components: … / SAN Components: …” - Microsoft Connected Cache will embed these values into the CSR. If these don’t match your Connected Cache server hostname or IP address, regenerate the CSR. “Attempting to call http://localhost:5000/csr” - Microsoft Connected Cache internal controller is generating the keypair and CSR inside the WSL container. “Key verification succeeded” - Microsoft Connected Cache successfully generated and validated the private key. “CSR verification successful” - OpenSSL has validated the CSR structure. “Successfully copied logs to windowsCerts location” - The logs were written to the host machine directory. “CSR generation completed successfully” - Completed end-to-end successfully. One thing to be aware of: during a successful run, you may still see messages like: mkdir: cannot create directory '/keys': Permission denied chmod: cannot access '/keys': No such file or directory These are not errors. The script checks for required folders before creating them, and if they already exist, those checks generate harmless warnings. As long as the script finishes with a success message and you see a .csr file in the certs folder, the run is successful. 2. Sign the CSR This step occurs outside of the scope of Microsoft Connected Cache. Signing your CSR will rely on the PKI that your organization has chosen to use. This may include an internal ADCS, other enterprise internal PKI, or an externally hosted PKI (DigiCert, Let’s Encrypt, etc.). Of note, Cloud PKI will not work with Connected Cache because it requires the CSR be generated via SCEP before signing. Ensure that your client devices will be able to trust the CA signature. For many customers, we recommend signing using a public CA that Windows client devices automatically trust. Please reference documentation on signing the CSR for more details. The only requirement on the Connected Cache side is that the certificate is in unencrypted .crt format. Microsoft Connected Cache cannot import password-protected certificate formats yet - including .pfx bundles - even if they contain the correct certificate. For now, make sure your signing CA gives you, or allows you to export, a plain X.509 .crt file. After your CA signs the CSR, you’ll import the resulting certificate back to Microsoft Connected Cache. With the signed certificate in hand, place it in the same certs folder where your CSR was generated. Microsoft Connected Cache expects both files to live together so it can pair the returned certificate with the private key created earlier. A successful setup in the folder directory looks like this: If the certificate exists in the Certificates folder in .crt format, you’re ready to continue. Note: The CSR and .crt certificate do not have to have the same name. 3. Import the certificate back to Microsoft Connected Cache Before importing your certificate, remember that the CSR must have been generated on the same Microsoft Connected Cache node. You cannot skip directly to importing a certificate - Microsoft Connected Cache must have created the private key during CSR generation so it can pair the signed certificate with that key. After configuring the parameters referenced in the documentation to import the signed TLS certificate, run the importCert command from the same scripts directory used during CSR generation. When you start the import, Microsoft Connected Cache runs a full verification workflow inside its managed WSL distribution. The terminal output for this step is intentionally simple—it shows only that the certificate file passed basic validation, that the internal import script was invoked, and that the import is running as a scheduled task within the WSL distribution. You’ll also see that logging is active and that Microsoft Connected Cache has begun monitoring the process: Although the terminal output is brief, the full workflow is visible in the import logs. A successful import means Microsoft Connected Cache: Found your .crt file in the expected folder Ran cryptographic verification confirming the certificate, CSR, and private key all match Copied the certificate into the container and updated Microsoft Connected Cache internal configuration Restarted the container with the new certificate Enabled HTTPS for Microsoft Connected Cache’s Intune content endpoints Once these steps are complete, Microsoft Connected Cache is fully configured to serve HTTPS content. You usually won’t see new files added to the Windows certs folder after import as the changes occur inside the Connected Cache container. The final validation that import is successful is if the script exits successfully and the logs show that Microsoft Connected Cache restarted with the new certificate in place. Troubleshooting Troubleshooting certificate import is similar to troubleshooting CSR generation: every run produces a detailed log in the ...\Certificates\logs folder. If import fails, these logs will show exactly which step did not complete. At this stage, SAN or hostname mismatches do not show up; those only appear later during client-side validation. The importCert script only ensures that your certificate, CSR, and private key match (stored inside container, not visible from Certificates folder) and that Microsoft Connected Cache can load them. To help interpret the log, below are the checkpoints you can reference (in order): “Certificate file validation passed” - Microsoft Connected Cache found the .crt file in the certs folder and its .crt format is valid. “Using CertName: … / CSR being used: …” - Microsoft Connected Cache matched the certificate to the CSR that generated the private key. “SUCCESS: The CSR, certificate and private key cryptographic materials all match” - Microsoft Connected Cache verified the keypair, CSR, and certificate are a correct trio. “Nginx restarted successfully with new certificates” - Microsoft Connected Cache is now configured to serve HTTPS on port 443 inside the container. “Certificate import completed successfully” - The end-to-end import succeeded with no errors. Once the importCert script succeeds, your node is ready for validation. Validating HTTPS support end-to-end Once your certificate is imported, the final step is validating that Microsoft Connected Cache is now serving content over HTTPS. Detailed test commands are all documented in the Validate HTTPS on Windows guide. Complete the tests first on the Microsoft Connected Cache server, then on a client device. This order matters - server-side validation confirms Microsoft Connected Cache is listening on port 443 with its new TLS certificate; client-side validation confirms that client devices can trust and use that certificate. On your Microsoft Connected Cache server Start validation on the Microsoft Connected Cache host server. The server side tests include HTTPS and HTTP health endpoint checks that confirm: Microsoft Connected Cache is successfully bound to port 443 The TLS certificate loaded correctly The TLS certificate, private key, and CSR all correspond Microsoft Connected Cache can return its health endpoint over HTTPS If any of the server-side validation steps fail, check the generateCsr and importCert logs in the …\Certificates\logs folder. The validation guide includes troubleshooting tests that help distinguish whether the issue is certificate-related, connectivity-related, or due to another process on the host. Only move on to client-side validation once the Microsoft Connected Cache server passes its own tests. On your client device After confirming the server is configured correctly, the next stage is validating HTTPS content delivery from a client device that is pointed to use Microsoft Connected Cache. The client-side tests contain both browser-based and command line tests that help verify: The client trusts the issuing CA DNS resolves the Microsoft Connected Cache hostname correctly The device can complete a full TLS handshake with Microsoft Connected Cache The device is retrieving HTTPS content from Microsoft Connected Cache rather than falling back to CDN Once both server-side and client side-validation steps succeed, you can be confident that your Microsoft Connected Cache node is fully configured and ready to serve Intune content securely over HTTPS. Known issues with HTTPS Support Configuration Most customers will complete the HTTPS workflow without any problems, but there are a few known issues we want to call out proactively. These issues have been fully addressed with the release of the new Windows-hosted deployment application (v1.0.26.0) for Windows host machines, the new Linux-hosted deployment package (v1.10) for Linux host machines, and the latest GA container release (v2.0.0.2124_e) for all cache nodes. ImportCert issues on Windows Server 2022/2025 using a gMSA account, and on Windows 11 using a local user runtime account If your Microsoft Connected Cache runtime account is a Group Managed Service Account (gMSA) on a Windows Server 2022 or Windows Server 2025 host machine, you may see failures when running importCert. In the importCert logs, this can show up as unsuccessful permissions access or indefinite logging. The same importCert issues can also appear on Windows 11 if you are using a local user as the runtime account. Status: RESOLVED Please download Windows-hosted deployment application v1.0.26.0 by running the following command in an elevated PowerShell window: Add-AppxPackage https://aka.ms/do-mcc-ent-windows-x64 Then you may proceed to re-deploy your Connected Cache node, which will implement the necessary changes. You can further verify that you are deploying with the correct application version. When run in the terminal, the copied “Cache Node deployment command” given in the Azure portal will run deploymcconwsl.ps1 out of the folder path that looks like: C:\ProgramFiles\WindowsApps\Microsoft.DeliveryOptimization_1.0.26.0_neutral__8wekyb3d8bbwe\deliveryoptimization-cli ImportCert hangs on software version 2119_e (buffer bug) During the week of January 19 th , 2026, we deployed container version 2119_e to all customer cache nodes. We discovered a bug where the container’s internal buffer is not cleared during importCert, causing the import to run indefinitely. If you see this behavior and your Azure portal shows that your cache node is on version 2119_e, this is likely the cause. Status: RESOLVED: On March 3 rd , 2026, we pushed container version 2124_e to all cache nodes on the “Fast Ring” update schedule. If your cache node is on software version 2119_e today, you can change the update schedule configuration to the “Fast Ring”. Head to the 3 rd tab (“Updates”) of the Cache Node Configuration on the Azure portal and configure the update ring. Container version 2124_e will be pushed to all “Slow Ring” nodes in early April 2026. If your cache node is still not pulling down container version 2124_e after being configured on the Fast Ring, please reach out to us. The fixes for these issues have all been validated. Once ready for public release, the latest software version will be pushed to all cache nodes and the updated Windows installer will be available to download in Azure portal. Stay tuned to the Microsoft Connected Cache Release Notes for up-to-date information. Enabling HTTPS support on Linux hosts This guide walked through the setup of HTTPS using a Windows-based Microsoft Connected Cache host, since that’s what most customers deploy today. If you're running Microsoft Connected Cache on Linux, the overall steps are the same - generate a CSR on the node, sign it with your CA, and import the resulting .crt file - but a few details differ. For a Linux-hosted Microsoft Connected Cache nodes, shell scripts handle the entire process, specifically generateCsr.sh and importCert.sh. The Enable HTTPS Support on Linux guide documents these steps in detail, including the exact script parameters, file locations, and how to interpret the Linux-specific logs. The biggest differences on Linux are: You run the CSR and import scripts directly in bash (no WSL component). File paths and log locations follow the Linux directory structure (/var/mcc/...). Check port conflicts, firewall configuration, and TLS inspection using Linux tools (ss, iptables, proxy settings). Validation steps use Linux equivalents of the server side tests documented in the Windows validation guide. Maintaining your HTTPS configuration Once your Microsoft Connected Cache node is serving content over HTTPS, the next thing to plan for is ongoing certificate maintenance. TLS certificates aren’t a onetime import - certificates expire, CA chains change, and your operational process needs to keep up. Microsoft Connected Cache will soon surface certificate details both through a command line script and directly in the Azure portal, but those capabilities are not available yet. Until then, verification and rotation rely on simple checks you perform on the Microsoft Connected Cache host. Monitoring The easiest way to monitor your deployment today is to periodically check the Key Metrics chart in the Overview blade of your Microsoft Connected Cache resource in Azure. If Intune content is flowing through Microsoft Connected Cache, that’s a strong proxy signal that HTTPS is healthy. For the certificate itself, many admins perform a lightweight weekly or monthly review: ensuring the TLS certificate is still valid, not approaching expiration, and still matches the configuration you imported. Re-running the validation tests from our public documentation every so often is also a good way to catch any issues early. The updated Windows installer, as mentioned in Known Issues, will also have a PowerShell script that displays the status and expiration date of existing TLS certificates. Renewal When planning for renewal, we recommend starting at least 60 days before the certificate expires. Renewal is typically straightforward: either reuse the existing CSR (most common) or generate a new one, then have your CA resign it, convert it into .crt format, and test the renewed certificate on a test node if you have one. If your workflow doesn’t include a test Connected Cache node, you can still safely import the renewed certificate on your production node - if import fails, Microsoft Connected Cache simply keeps using the existing certificate until a valid one is applied, so you won’t break your environment. If your certificate management system has automation capabilities, you can script Microsoft Connected Cache’s certificate renewal workflow as well - for example, by using Secure Shell (SSH) to remotely to run the generateCSR or importCert scripts on the host machine. For larger or distributed environments, testing the signing and import processes on a non-production node first can help confirm SAN correctness, trust behavior, and chain completeness before touching production. We are actively working to streamline certificate monitoring and renewal inside Microsoft Connected Cache. Summary HTTPS support for Microsoft Connected Cache will soon become a requirement for delivering Intune Win32 apps, and every Microsoft Connected Cache node must be configured for HTTPS by June 16, 2026. After the deadline, Intune Win32 apps will only be delivered via HTTPS. However, all other content – Windows updates, Office apps, etc – will continue to be served via HTTP after the June 16 th enforcement date. This guide walked through the essentials: generating a CSR on your Microsoft Connected Cache node, submitting it to your CA, importing the signed certificate, and validating HTTPS from both the server and client devices. Along the way, you saw how to interpret the logs, verify Connected Cache is using your certificate correctly, and ensure that Teams and/or Intune content is flowing over HTTPS instead of falling back to CDN. As you move forward, keep your workflow consistent - regenerate or reuse CSRs the same way each cycle, validate regularly, and renew certificates well before expiration. Even though improvements are coming soon, completing this setup now ensures your environment is ready long before Intune HTTPS enforcement begins. With your certificate in place, HTTPS validated, and a simple renewal process in hand, your Microsoft Connected Cache deployment is prepared for the June 16 th , 2026 deadline and ready to deliver Intune content securely. FAQs Do I really need HTTPS Support, and by when? Yes. All Microsoft Connected Cache nodes serving Intune Win32 apps must deliver over HTTPS by June 16, 2026. If HTTPS isn’t configured, devices will fall back to CDN when requesting Intune win32 apps —content delivery still works, but you’ll lose caching benefits. Why do I have to generate the CSR on the Connected Cache node? Since Microsoft Connected Cache must generate and retain the private key itself. Certificates signed from any other machine, keypair, or CSR cannot be imported. The CSR you generate on the node produces the only key that Microsoft Connected Cache will accept. Can I reuse an existing certificate? Only if it was originally issued from the CSR generated on the same Microsoft Connected Cache node. If the certificate was created elsewhere (different machine, tooling, or CSR), Microsoft Connected Cache won’t accept it. Can I reuse my CSR when renewing the certificate? Yes. Many customers reuse the same CSR each cycle as long as the CA resigns it. Reusing the old certificate output is not supported. Can I “bring my own certificate”? Not yet. Microsoft Connected Cache only supports certificates created from its own CSR. Support for bringing an external certificate is coming soon; stay up to date by viewing the latest Microsoft Connected Cache Release Notes Can I use a wildcard certificate? Microsoft Connected Cache does not officially support them and they’re not recommended. Wildcards often involve shared private keys across systems, which creates operational and security risks. What certificate formats does Microsoft Connected Cache support? Microsoft Connected Cache only supports unencrypted .crt files today. Password protected .pfx or .p12 formats cannot be imported. What happens if I redeploy Microsoft Connected Cache or the hostname changes? If the hostname or connection path changes, you must request a new certificate that matches the new SAN parameters. If the hostname stays the same and the certificate came from the Connected Cache-generated CSR, you can continue using it. If you have any questions, leave a comment below or reach out to us on X @IntuneSuppTeam! Post Updates: 04/08/26: Updated the “Known issues with HTTPS Support Configuration” section to reflect that previously identified issues have been fully resolved in the latest deployment application and container releases, along with updated guidance for affected cache nodes.Unpacking Endpoint Management is back - and we’ve got a lot to talk about
If you've been missing real, candid conversations about endpoint management, good news! Unpacking Endpoint Management is officially back. This series is all about what actually works. No fluff, just practical tips, proven strategies, and honest discussions to help you optimize and simplify the way you manage and secure endpoints today (and prepare for what's next). We're bringing together people from across Microsoft Intune, Security, and Customer Experience engineering and product teams, along with guest practitioners, to share what's worked, what hasn't, and what we've learned along the way. And yes…we're absolutely here for the tough questions. A quick update on the hosts Danny Guillory, a familiar face to the community and a Product Manager for Intune and Configuration Manager, will continue to host the series. He's joined this season by Rachelle Blanchard as co‑host, bringing a strong community and discovery lens to the series. Rachelle focuses on surfacing real customer questions and guiding conversations toward practical outcomes, helping ensure each episode reflects how endpoint management works in the real world. Up next June 30, 2026 – 9:00 a.m. PDT App management at scale with Intune July 30, 2026 - 9:00 a.m. PDT Topic TBD - What should we cover? Drop ideas below in the comments. Sign in to the Tech Community and follow this post for the latest updates on upcoming episodes. Catch up on demand You may have missed them, but you don't have to miss out on the learnings. Watch and learn when it's convenient for you. Device security with Microsoft Intune Trends in endpoint management (live from Tech Takeoff 2026) Not sure where to start? Watch our most recent episode, Policy: from hybrid to cloud-native, now on demand! What's the format? This web series is streamed live on Tech Community, LinkedIn, YouTube, and X. In addition to open discussion, we answer your questions so sign in (or sign up for) the Tech Community and RSVP to submit questions early and throughout the live show. How do I join? There's no call or meeting to join. Simply head to aka.ms/JoinUEM. Show up at start time, watch live, and jump into the discussion with us. Help shape the series This series is for you - so tell us what you want to hear. Drop a comment below with: Topics you'd like us to cover Tough questions you want answered Speakers you'd love to hear from We can't wait to get started - and even more excited to hear from you along the way. Join the Community to get early insight into what's coming for Intune, connect with experts, and share real-world feedback that helps shape the product. 👉 aka.ms/JoinIntuneCommunity
Gui to deploy folder contents to multiple VMs
I am trying to improve imaging computers where I work. I need to create a gui for new hires since the imaging process is so complicated. I need the GUI to request necessary computer names that are being imaged and then copy files from a local workstation to the machines that are being imaged on the network that our technicians do not have physical access to. I have turned to Powershell for the solution in an attempt to improve on my knowledge which is basic really. Below is the code I have come up with so far. In this code I am getting the location of the file. I would rather copy the entire folder instead of the file but I couldnt find the code to do that. So, if that is possible please show me how. If not I figure I would have to save these imaging files to a ZIP file. Then I could maybe use this GUI I am working on to move the zip file to the remote computers. Add-Type -AssemblyName System.Windows.Forms # Create the form $form = New-Object System.Windows.Forms.Form $form.Text = "File and Network Location Collector" $form.Size = New-Object System.Drawing.Size(400, 200) # Create the label for file name $fileLabel = New-Object System.Windows.Forms.Label $fileLabel.Text = "File Name:" $fileLabel.Location = New-Object System.Drawing.Point(10, 20) $form.Controls.Add($fileLabel) # Create the text box for file name $fileTextBox = New-Object System.Windows.Forms.TextBox $fileTextBox.Location = New-Object System.Drawing.Point(100, 20) $fileTextBox.Size = New-Object System.Drawing.Size(250, 20) $form.Controls.Add($fileTextBox) # Create the label for network location $networkLabel = New-Object System.Windows.Forms.Label $networkLabel.Text = "Network Location:" $networkLabel.Location = New-Object System.Drawing.Point(10, 60) $form.Controls.Add($networkLabel) # Create the text box for network location $networkTextBox = New-Object System.Windows.Forms.TextBox $networkTextBox.Location = New-Object System.Drawing.Point(100, 60) $networkTextBox.Size = New-Object System.Drawing.Size(250, 20) $form.Controls.Add($networkTextBox) # Create the button to submit $submitButton = New-Object System.Windows.Forms.Button $submitButton.Text = "Submit" $submitButton.Location = New-Object System.Drawing.Point(150, 100) $form.Controls.Add($submitButton) # Add event handler for the button click $submitButton.Add_Click({ $fileName = $fileTextBox.Text $networkLocation = $networkTextBox.Text [System.Windows.Forms.MessageBox]::Show("File Name: $fileName`nNetwork Location: $networkLocation") }) # Show the form $form.ShowDialog() In this portion of the code it is copying from one source to many locations. Thank you for any assistance as this would help my organization a lot. We are getting several new hires who are very new to the industry. This would be a huge blessing. Pardon the change in font size. It did that for no reason, its my first time using the blog, and there appears to be no way to change the sizes lol. Forgive me. #Define the source folder and the list of target computers $sourceFolder = "C:\Path\To\SourceFolder" $destinationFolder = "C:\Path\To\DestinationFolder" $computers = @("Computer1", "Computer2", "Computer3") # Replace with actual computer names # Function to copy the folder function Copy-Folder { param ( [string]$source, [string]$destination ) Copy-Item -Path $source -Destination $destination -Recurse -Force } # Execute the copy operation on each computer foreach ($computer in $computers) { Invoke-Command -ComputerName $computer -ScriptBlock { param ($source, $destination) Copy-Folder -source $source -destination $destination } -ArgumentList $sourceFolder, $destinationFolder } Write-Host "Folder copied to all specified computers."
