Can I share my Android's VPN connection over a Hotspot? I recently purchased a Chromebook which doesn't support my companies PPTP VPN. As a workaround, would it be possible to connect to the VPN on my Android (4.4) and share that connection over a hotspot? If so, how?
Unfortunately the stock Android tethering application does not work with VPNs. This limitation is an oversight in the software and not a system limitation.

However there is an application called ClockworkMod Tether that will allow you to tether and use a VPN at the same time. In fact it makes use of the standard tethering application and then fixes up the routing information to make it work.

This application does not require you to root your phone but you do need to run software on the computer that you wish to connect to your phone. Also this only works for USB tethering at the moment.

There are other alternatives to ClockworkMod Tether, if you wish to try them, including PDANet.

Hope it could help