Yes, You just need to purchase the windows cloud in membership level.
Yes, It will run on its own when you click the automatic mode.
After the 14-DAY FREE TRIAL, you will be charged according to the operating system you are using.
MAC OS users cost $100/month
Standard OS like Microsoft Windows cost $50/month
Definitely YES! As long as you have multiple VS accounts.
The software suite itself does not need to be installed but it will need to download and install support software to run properly. It will do this only the first time you run it.