The main issue is that Word tends to add in characters that the Stronghold and the GuildNet do not accept. Usually things like ' and " are the culprits, in that Word replaces them with special versions of those characters.
I never use Word to work on anything anymore for that reason. It causes a lot of problems in coding as well.
I usually end up using Notepad. There are other programs that are fancier. But Notepad output will never cause you problems.
It'll be painstaking to go through every punctuation mark you have... But the problem most likely lies there. The special characters have to be replaced with bare ' and " as you see here.