Possible to connect through VPN to remote server

Currently using WinSCP Version 5.11.2 (Build 7781) on Windows 10 Professional version 1803 (Build 17134.619) and connecting to a Red Hat Enterprise Linux Server (I believe Santiago).


On my local network, I am able to connect from my Windows desktop to a Linux based server using the Linux servers' IP address for the Host Name and retrieve files normally. My company has locations that do not allow us to install WinSCP on their Windows servers at these locations, but I still need to retrieve files from the Linux server at these locations. We utilize a VPN to connect to the Windows servers, but the Linux server does not/can not have a VPN client installed on it.

So my question is, if my local desktop is connected to the same VPN as the remote Windows Server, is there a way to tunnel through the remote Windows Server into the Linux based Server to retrieve files? If so, how would one go about doing this?

Thank you in advance for your time and attention to this matter and if more information is necessary I will be happy to provide it as best I can.

Sorry. I do not follow.

Where do you want to run WinSCP? On your local/desktop machine? Or on those "Windows Servers"? Where do you want to store the files to?

I apologize for the unclear nature; still trying to wrap my head around it myself.

I am hoping to run WinSCP on my local machine and would like to store the files on my local machine. If there's a way to run WinSCP on my local machine and store the files on the remote "Windows Servers" I can retrieve them from there, but running WinSCP on the remote "Windows Servers" is not an option with our client's security requirements (i.e. I am unable to add programs or .exe files to the remote "Windows Servers").

Thank you for your quick reply and I hope this clarifies my question.

But now I do not understand, what does VPN to do with it, if you want to connect between your local machine and your Linux servers only.

Honestly unsure how it does except that in order to access these remote "Windows Servers" we must be connected to the appropriate customer's VPN and then input the remote "Windows Server's" IP (using TeamViewer in this specific case). The Linux servers at these locations do not utilize a VPN, so my thought process was to use the "Windows Servers" as a jumper to the files I need to retrieve on the Linux servers which are on the same local network as said "Windows Servers."

It could be my logic is flawed and this is not possible, or perhaps I am trying to go about it the wrong way.

If this is still unclear I can attempt to phrase the question in a more general way.

Anonymous wrote:

Honestly unsure how it does except that in order to access these remote "Windows Servers" we must be connected to the appropriate customer's VPN and then input the remote "Windows Server's" IP (using TeamViewer in this specific case). The Linux servers at these locations do not utilize a VPN, so my thought process was to use the "Windows Servers" as a jumper to the files I need to retrieve on the Linux servers which are on the same local network as said "Windows Servers."

It could be my logic is flawed and this is not possible, or perhaps I am trying to go about it the wrong way.

If this is still unclear I can attempt to phrase the question in a more general way.

Sorry this was me, didn't realize I wasn't logged in.

Sorry, I give up. I still do not understand. Please talk to your local network administrator.

Not a problem, thank you for your time and attention Martin.