Microsoft has informed IT administrators about potential connection challenges with the Always On VPN after the September 2026 Windows 11 security updates. Users may face difficulties connecting to their organization's network, particularly if the VPN is set to automatically attempt an alternative connection method upon failure. Symptoms include connections remaining in a 'Connecting' state or displaying the error message: 'The specified port is already in use.' Affected versions include Windows 11, version 26H1 (KB5124012), version 25H2 (KB5124008), and version 24H2 (KB5124008). A temporary workaround involves adjusting the Always On VPN profile from automatic protocol selection to a single protocol (SSTP or IKEv2). Microsoft is also addressing various other issues related to Hyper-V, Remote Desktop Services, USB audio, and the File History backup feature.