Thoughts on using a Tails VM (https://tails.boum.org/) or generally using Tor over the VPN?
If you're going to use a VM for your Tor browsing, consider Whonix [1] instead, which was developed specifically for that usecase. (Note that this is not developed by the Tor project people!)
But indeed, to get the full benefits from Tails, always use the live boot option whenever you can.