Enforcing an application, for example a torrent client like Transmission , to always use the VPN interface or any particular network interface for that matter, is trivially simple using iptables on Debian, Ubuntu or any other GNU/Linux distro. Personally, I am running Debian Sid on the Raspberry Pi . Occasionally I use it for downloading files ( legal stuff, seriously, believe me :D ) using Transmission Bittorrent client over a VPN connection. Sometimes it happens that the VPN connection fails and doesn't reconnect for whatever reason and Transmission continues pulling stuff directly over my internet connection, which I would like to avoid. Fortunately it is very straightforward to enforce rules based on application owner UID. Transmission runs under the owner debian-transmission in Debian (use htop to check this) and the following two lines of iptables ensures that any process with owner having UID, debian-transmission , will not use any other network interface apart from the
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