What I want to know is, does it support Ipod Nano 7th generation.

It's been years since that model was released and I've still not found a way to mount it under Linux and transfer songs.

The answer appears to be yes if this [0] is to be believed:

> UPDATED April 06 2015, to include the latest underlying libraries - libplist, usbmuxd, and libimobiledevice. libimobiledevice is now at version 1.2.0, which means gtkpod should now support iOS 8 devices, including the latest iPhone 6/6+, iPad Mini 3/Air 2 and Apple TV 2G/3G. Although for music-sync to work with these newer devices it's necessary to install an additional "libhashab" file. See the "Special Requirements" section below for details. This situation applies to these models:

> - iPhone4/5/6

> - iPod Touch 4gen, 5gen

> - iPad 3gen, 4gen, Air, Air 2, Mini 1/2/3gen

> - Nano 6gen, 7gen

[0] http://www.murga-linux.com/puppy/viewtopic.php?t=94022

Would this circumvent the checks Hulu does for example by forcing Flash to always connect directly. i.e using SOCKS Proxy will not work with Hulu but using full VPN will, so how will sshuttle rate ?

Full VPN, but it doesn't work on windows.

Also, if you start streaming Hulu through a shell account, there is a good chance that your shell account provider will notice and possibly get angry.

Full VPN. It supports both TCP and UDP. You just need a ssh account on the remote server.