Recently I was trying RDP from a Windows10 laptop through SSH on a Debian web-server to an internal Windows7 box that was on a different VLAN. I had only a Windows10 laptop with Putty to do it. So Basically Win10laptop>debianwebserver>win7through a secure ssh session and get to the internal Win7 without port forwarding on the router.
I had access to SSH account on the Debian web-server, so I was able to use this as a pivot point to get into the internal network. Luckily even though the Debian web-server and Win7 box were on different VLANs, the VLANs were able to talk to each other. The Debian web-server was on 10.0.10.21 , it could still ping Win7 on 192.168.0.146.
Just in case your head is spinning trying to read this, below is a diagram how I achieved this using Putty. Im posting it here so next time I need to do this I dont need to try to figure it out again.
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