It went to about 2 weeks ago like a time machine.

When a save file rolls back, that generally means it was not saved during the last runtime. Was the server running for 2 weeks without any restarts?

Yes it did. But i saw it on console saying saving all the time so thought it was saving. I take it it wasnt.lol. My first server. So will restarting eveyday solve that?

Merged post

Thank you for responding to me. 

Should have been saving if it said it was, unless there were errors when it saved.

are you running windows server or linux ? either one make sure the read/write permissions are correct