Cannot connect VM to login.workspace.bmw

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@Farber Frederick, FG-AM-5 I hope you are doing well,

Since the routing path exists, check these areas to isolate why the HTTPS connection is timing out:

Test TCP Port 443 Directly: Run this in PowerShell to see if the TCP handshake completes:

PowerShell

Test-NetConnection

If TcpTestSucceeded is False, the port is blocked.

• Check Outbound NSG & Firewall Rules: Verify your subnet/NIC NSG allows outbound traffic on TCP 443, and check if an Azure Firewall or NVA proxy is blocking or inspecting traffic to that domain.

Check MTU Packet Black-Holing: ICMP packets often pass while larger TLS handshake packets get dropped due to MTU size limits. Test with:

DOS

ping

Enterprise IP Whitelisting / Corporate VPN: Enterprise login portals often silently drop traffic from unauthorized Azure Public IP addresses. Ensure your VM's egress traffic routes through the corporate network/ExpressRoute if required.

References:

• Troubleshoot Azure VM connectivity problems
• Use Azure Network Watcher Connection Troubleshoot

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