Windows 7: Best ways to tech support my parents remotely? Is it Windows Server?

My parents live 600 miles away from me and I have not been home that often. But throughout my college years, I have faithfully supported them with logmein-free. I also made their desktop to sync with dropbox so that they never lose their data. Thankfully they did not have complete hardware failures yet, but I want to prepare for such cases too.
1) In this case, would system imaging software (Macrium is my choice) + CrashPlan easier to manage than Windows Server 2012? Saving time and ease of use is more important to me than the cost.
2) Would it make sense to use the same server (at their home) to backup two business machines for their store? Is it even possible?
3) If my parents were to buy new machines, is it easy to configure it from the server with minimal (or no) intervention at the physical location?

Thank you very much.