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Experiencing odd behavior only in my Windows 10 Guest. When I click the start menu, no keyboard output goes to the VM. I can still click on applications with the mouse. I've also seen this in the VPN creation screen.

I have a Windows 7 VM and have not had this happen.

I have the latest version of VirtualBox and Extensions. I've also tried switching to full screen mode and enabling/disabling Auto Capture Keyboard.

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This problem eventually went away after updates to VirtualBox and Extensions.

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Please use this site to ask and answer things about elementary OS. If you have problem with Windows you can ask at Microsoft Community where you can get helped by volunteers and as well as Microsoft support agents.
About your question, I think installation of VirtualBox Extension Pack is the solution to your problem.

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