If you're "not the most computer savvy guy" then there's no way you should be running an OS X Server installation. Can you not find someone you know personally who understands Macs and ask them to sort this out for you ?
It sounds like you have somehow handed control of your computer, and your gmail and hotmail accounts over to someone you won't know. What organisation do you think they're part of and how did you contact them ?
What you describe looks like it's all building up to some sort of blackmail where they tell you to pay money or they won't give you your data back. Don't pay anything to anyone you haven't met face-to-face. Find a real human who you can see face-to-face and ask them to sort it out for you.
Better still, just wipe the hard disk of the computer, restore from a backup before all this happened, and forget the whole thing.