Multiple Point-to-Site VPN Gateways Create

The Point-to-Site configuration guide provided by Microsoft is pretty easy to follow. Microsoft provides specific instructions and recommendations and followed for this guide creation.

In this, above particular diagram, configure to a Point-to-Site connection between two separate VPN Gateways, all existing in the same subscription/region.

created a Root and Client certificate using PowerShell and uploaded the Base-64 .cer from Root certificate to both test VPN Gateways. Copy and pasting directly from Notepad as most of us generally do:

The certificate uploaded to both of “test” gateways and was able to configure the Point-to-Site connections from both of these gateways.

The Test

downloaded the VPN client. Tried connecting to my gateways connected successfully.

Key Takeaway:

Always create separate root certificates when creating more than one Point-to-Site Gateway.