Hello,
To answer your questions:
1. Yes you will.
2. Might be able but we do not support this OS anymore. Any issues related with this platform will not be solved. We advise that you change the platform.
3. Same as pt. 2: might be able but we do not support this server anymore. Any issues related with this platform will not be solved. We advise that you change server to Windows 2008 or higher.
4. There is no charge for switching to a new system.
HansaWorld Support Team