
WireGuard Handshake Not Completing: Practical Checklist
If your WireGuard tunnel is up but the handshake never completes, you'll see no data transfer and...

If your WireGuard tunnel is up but the handshake never completes, you'll see no data transfer and...

If you're seeing a "502 Bad Gateway" or "Gateway Timeout" when trying to connect to a remote desk...

You run a PowerShell command that needs internet access—like Invoke-WebRequest or

You're browsing a site and Chrome blocks it with NET::ERR_CERT_COMMON_NAME_INVALID. ...

You try to run Windows Update and get an error like "Authentication failed" or "0x80070005" – and...

You open Windows Update and see an error like "Some settings are managed by your organization" or...