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At work (192.168...) I've created a peer-to-peer IPsec VPN to another site (172.16...) with the intention of RDPing on some remote machines. This tunnel remains open all times and the RDP works when I'm at work.
However, when I try to VPN to work (eg from home) in order to do the RDP, this fails. I get an IP from the work DHCP and I can see I use work's gateway as expected, but still no RDP.
What am I missing? Is there a problem with essentially using VPN over VPN in order to RDP?
1What's your home DHCP range? If work is 192.168.1.x and home is also 192.168.1.x then it's to do with routing because your computer can't find the RDP client. Change your home DHCP range to, say, 192.168.5.x and see if that works – Kinnectus – 2016-07-04T14:38:35.670