Instead of using Tails on my local machine, is it reasonably secure to use Windows Remote Desktop on my local machine to remote into a virtual Windows server (hosted in another country, IP is tied to that country), and use Tor Browser in the remote connection to access the markets? In other words... does my local machine have a footprint of the activities I make in the remote connection? I know obviously my local machine has the remote ip info stored, but is there any major reason to be concerned that someone could tell what I'm doing in the remote connection just by looking at my local pc? (I know the obvious answer is - just use Tails, stupid!) :)
short: no, use tails.
if you want a longer version, make a comment.