Windows 10 October 2018 Update is currently blocked on PCs running iCloud for Windows and F5 VPN clients

Laurent Giret

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Microsoft finally re-released the Windows 10 October 2018 update last week, but the company was quickly forced to put some upgrade blocks in place due to some pretty serious bugs and software incompatibilities. We already knew about three issues related to Mapped Network drives, some old AMD GPUs and Trend Micro’s security software, but Microsoft has since acknowledged two new problems related to iCloud for Windows and F5 VPN clients.

If you try to install the latest version of Apple’s iCloud sync client ( on the Windows 10 October 2018 Update, the process will fail every time with the installer displaying an incompatibility message. For those of you previously installed iCloud for Windows before updating, Microsoft notes that you may “experience issues updating or synching Shared Albums after updating to Windows 10, version 1809.”

Because of this current software incompatibility, PCs running the latest version of iCloud for Windows won’t receive the October 2018 Update until Apple releases a compatible version of the sync client. Microsoft says on its Windows 10 Update History page that it’s currently working with Apple to resolve this issue.

In addition to this iCloud for Windows situation, there is also an upgrade block in place for PCs running F5 VPN clients: Microsoft has discovered that the Windows 10 October 2018 update may break network access functionality and cause F5 VPN clients to “lose network connectivity when the VPN service is in a split tunnel configuration.” The company says that it’s already working on fix that should be released in an upcoming update.

Overall, Microsoft has initiated four different upgrade blocks for the October 2018 Update, while providing a workaround for the mapped network drives issue. The latter is expected to be fixed with an update coming by the end of the month, the company noted on its support page.