Microsoft pushed an unscheduled, out‑of‑band cumulative update to Windows 11 version 24H2 to address a high‑impact compatibility regression affecting virtualized Office deployments — but the patch also reiterates a known SMBv1 connectivity caveat administrators must account for before broad rollout.
Microsoft released KB5068221 (OS Build 26100.6588) on September 22, 2025 as an out‑of‑band (OOB) update for Windows 11, version 24H2. The package is cumulative: it includes the fixes and security content from the September 9, 2025 security rollup (KB5065426) and layers a targeted compatibility fix for Microsoft Application Virtualization (App‑V) environments on top of those changes. The public Knowledge Base article lists the OS build, the primary fix, updated AI component versions, and the servicing stack pairing included with the package.
This is not a routine Patch Tuesday release. Microsoft used an OOB delivery because the regression — a double handle closure in App‑V subsystem components — produced immediate operational impact for organizations that publish Microsoft Office via App‑V. Out‑of‑band updates are the vendor’s standard mechanism to get urgent fixes to customers faster than the regular monthly cadence.
Independent reporting corroborates Microsoft’s advisory. Security and Windows news outlets confirmed that September updates caused SMBv1 shares over NetBT to fail in multiple Windows client and server releases; BleepingComputer and Windows Report captured the vendor advisory and described the affected platforms and workaround. These third‑party reports align with Microsoft’s KB.
Note: any field reports that deviate from Microsoft’s KB (for example, differing file versions observed in telemetry or additional side effects reported on specific hardware) should be treated as environment‑specific and escalated to Microsoft product support with logs and repro steps. Community threads and forum posts can be useful for anecdotal troubleshooting, but they do not replace vendor confirmation.
Source: Research Snipers Microsoft Releases Emergency Windows 11 Update to Fix Office Virtualization Issues – Research Snipers
Background
Microsoft released KB5068221 (OS Build 26100.6588) on September 22, 2025 as an out‑of‑band (OOB) update for Windows 11, version 24H2. The package is cumulative: it includes the fixes and security content from the September 9, 2025 security rollup (KB5065426) and layers a targeted compatibility fix for Microsoft Application Virtualization (App‑V) environments on top of those changes. The public Knowledge Base article lists the OS build, the primary fix, updated AI component versions, and the servicing stack pairing included with the package. This is not a routine Patch Tuesday release. Microsoft used an OOB delivery because the regression — a double handle closure in App‑V subsystem components — produced immediate operational impact for organizations that publish Microsoft Office via App‑V. Out‑of‑band updates are the vendor’s standard mechanism to get urgent fixes to customers faster than the regular monthly cadence.
What KB5068221 fixes — the App‑V Office regression
The technical problem
The core quality fix in KB5068221 addresses a double handle closure inside the AppVEntSubsystems32 and AppVEntSubsystems64 components. That condition could cause Office applications to fail when delivered using Microsoft Application Virtualization (App‑V). App‑V is still used in a variety of enterprise environments to stream and centrally manage applications without installing them directly into endpoint images, so an Office crash or failure under App‑V is a material disruption for many IT operations teams. Microsoft explicitly calls out this virtualization and platform compatibility fix in the KB text.Why organizations should care
- App‑V remains a core delivery option in many corporate VDI and thin‑client deployments. When Office is published via App‑V, end users expect the same stability and feature set as locally installed clients.
- A double handle closure indicates a resource lifecycle bug — it may surface intermittently under load, making the issue difficult to triage in production without a vendor fix.
- The OOB release means Microsoft judged the regression significant enough to risk shipping a discrete cumulative between regular monthly updates.
What else is in the package: AI components and Servicing Stack
AI component refresh
KB5068221 also refreshes several modular AI components that are part of Windows’ Copilot and related features. Microsoft lists the following component versions in the KB:- Image Search — 1.2508.906.0
- Content Extraction — 1.2508.906.0
- Semantic Analysis — 1.2508.906.0
- Settings Model — 1.2508.906.0
Servicing Stack Update (SSU) pairing
The cumulative is bundled with a servicing stack update KB5064531 (servicing stack version 26100.5074). Microsoft continues to bundle SSUs with LCUs to ensure update plumbing is current and to reduce installation failures. Administrators should be aware that the combined package means the SSU portion cannot be uninstalled by ordinary means; rollback of the LCU portion requires DISM with the exact package name. The KB walks through uninstall guidance and the DISM approach. Treat rollback as non‑trivial and document recovery playbooks accordingly.The known issue: SMBv1 over NetBIOS (NetBT) connectivity
Symptom and scope
KB5068221 explicitly documents a known connectivity problem that can surface after installing the September 9 security update or later (including KB5068221). Systems using the legacy SMBv1 protocol over NetBIOS over TCP/IP (NetBT) may fail to connect to file shares if either the SMB client or the SMB server has applied the September 2025 update set. Modern SMB (SMBv2 and SMBv3) is not impacted. The KB notes that SMBv1 is deprecated and is not installed by default on recent Windows releases.Independent reporting corroborates Microsoft’s advisory. Security and Windows news outlets confirmed that September updates caused SMBv1 shares over NetBT to fail in multiple Windows client and server releases; BleepingComputer and Windows Report captured the vendor advisory and described the affected platforms and workaround. These third‑party reports align with Microsoft’s KB.
Microsoft’s workaround
Microsoft’s official temporary workaround is straightforward: allow network traffic on TCP port 445. Opening TCP/445 forces the SMB stack to negotiate SMB directly over TCP (the native transport for SMBv2/3), which bypasses NetBIOS/NetBT transport and restores connectivity. This workaround is tactical and intended for transitional use while Microsoft prepares a permanent resolution.Operational and security considerations
- SMBv1 is insecure and deprecated. The long‑term remediation is migration off SMBv1 to SMBv2/SMBv3 with modern authentication and signing enabled.
- Some legacy appliances, networked printers, or embedded devices still shipping SMBv1 only will need staged upgrades or replacement planning.
- Opening TCP/445 across network boundaries has security implications. If administrators permit TCP/445 to restore connectivity, they must ensure the traffic is confined to trusted internal networks and that access controls and monitoring are in place.
- Where TCP/445 cannot be opened due to policy, organizations face a tradeoff: maintain compatibility risk with NetBT/SMBv1 or accelerate legacy device replacement.
Deployment guidance: test, pilot, stage
The combined nature of KB5068221 — LCU + SSU + AI component payloads — makes careful rollout essential. Follow these recommended steps:- Inventory and prioritize
- Identify all Windows 11 24H2 endpoints and servers that will receive the update. Flag App‑V hosts, VDI farms, and any systems that still rely on SMBv1/NetBT shares.
- Check for Copilot+ hardware if AI component validation matters for your environment.
- Pilot in a representative ring
- Include App‑V publishing servers and client images used for virtualized Office.
- Validate Office functional tests, add‑ins, macros, and interop with App‑V packages.
- Test file share connectivity with legacy SMBv1 devices to surface the NetBT symptom.
- Staging and network controls
- If SMBv1 over NetBT is in use, either schedule the TCP/445 workaround in a controlled maintenance window or plan an accelerated migration path.
- Lock down TCP/445 exposure to internal subnets only. Monitor with IDS/IPS and endpoint detection.
- Installation options
- Because KB5068221 is an OOB update, it may not be auto‑installed in all environments. Administrators can obtain the MSU packages from the Microsoft Update Catalog and deploy via WSUS, Microsoft Endpoint Configuration Manager, or offline DISM scripting.
- If rollback is necessary, be prepared to use DISM /Remove‑Package for the LCU; the SSU stays in place. Record the installed package names with DISM /online /get-packages before making changes.
- Post‑install verification
- Verify OS build reports 26100.6588 on updated devices.
- Confirm App‑V Office workflows behave as expected.
- Validate SMB connectivity paths and ensure the TCP/445 workaround does not expose services to untrusted networks.
Risk analysis: strengths and potential downsides
Strengths and positives
- Rapid mitigation: Microsoft identified a targeted regression and issued a focused OOB update, restoring functionality for App‑V Office customers without waiting for the next monthly cycle.
- Cumulative packaging: Bundling the September security content with the App‑V fix reduces the number of sequential updates required and ensures the latest security posture is applied when the fix is deployed.
- Servicing stack hardening: Including an SSU reduces installation failures and improves future update resilience, especially in complex enterprise deployment pipelines.
Potential downsides and risks
- Combined SSU + LCU complexity: The SSU cannot be rollbacked by simple uninstall; administrators must use DISM and have tested rollback playbooks. That non‑reversible aspect raises the operational stakes for pilot testing.
- SMBv1 compatibility regression: The known SMBv1 over NetBT issue can cause immediate disruption in networks still relying on NetBIOS transport. The workaround (allowing TCP/445) is a stopgap and introduces security tradeoffs that must be mitigated.
- Out‑of‑band churn: OOB releases, while necessary, increase change velocity. IT teams must avoid “update fatigue” and ensure that urgent fixes are clearly triaged and communicated to operations and helpdesk teams.
- Legacy device pressure: Organizations with embedded systems or appliances that only speak SMBv1/NetBT face accelerated replacement timelines or complicated segmentation strategies.
Practical checklist for IT teams (quick actions)
- Confirm whether App‑V hosts or published Office packages are part of your environment. If yes, schedule pilot testing of KB5068221 immediately.
- Inventory devices still using SMBv1 and evaluate whether they rely on NetBIOS/NetBT transport. If so, either:
- Allow TCP/445 only on trusted internal links as a temporary workaround, or
- Prioritize migration to SMBv2/SMBv3 or device replacement.
- Download the MSU package from Microsoft Update Catalog for offline or managed deployment and pre‑stage content in WSUS or MECM.
- Test rollback with DISM /Remove‑Package in an isolated image to validate recovery procedures; document exact package names.
- If Copilot+ hardware and AI features are in scope, record AI component version numbers post‑install for telemetry correlation (Image Search, Content Extraction, Semantic Analysis, Settings Model — all listed as 1.2508.906.0 in the KB).
Verification and cross‑checks
Key technical claims in this article were verified against Microsoft’s public KB for KB5068221 and cross‑checked with independent reporting. Microsoft’s KB confirms the OS build (26100.6588), the App‑V double handle closure fix, AI component versions, and the SSU pairing. Third‑party coverage from reputable Windows news outlets independently reported the SMBv1/NetBT connectivity problem and the workaround (allow TCP/445), matching Microsoft’s advisory. Where the KB is definitive — e.g., version numbers, build IDs, and the official workaround — that vendor documentation is treated as authoritative; independent articles corroborate operational impacts and community reaction.Note: any field reports that deviate from Microsoft’s KB (for example, differing file versions observed in telemetry or additional side effects reported on specific hardware) should be treated as environment‑specific and escalated to Microsoft product support with logs and repro steps. Community threads and forum posts can be useful for anecdotal troubleshooting, but they do not replace vendor confirmation.
Conclusion — priorities for the next 30–90 days
KB5068221 demonstrates the tradeoffs of modern Windows servicing: rapid fixes close operational gaps quickly, but cumulative packaging and legacy transport assumptions raise deployment and security tradeoffs. For the immediate window, prioritize these actions:- Urgent: pilot KB5068221 in rings that include App‑V hosts and Office virtualization workloads. Validate functionality and monitor helpdesk queues for any new regressions.
- Short term: inventory SMBv1 dependencies and either enable the TCP/445 workaround in trusted segments or accelerate migration/replacement plans for legacy devices.
- Medium term: review update recovery playbooks and test DISM‑based rollbacks. Confirm that SSU changes are documented in change logs and asset inventories.
Source: Research Snipers Microsoft Releases Emergency Windows 11 Update to Fix Office Virtualization Issues – Research Snipers