Well, i tried re-inserting the symbol but, it still won't print. It is as if the printer doesn't like the  symbol for some reason!! Back to hair ripping! LOL

The reason you can't print that symbol is that it's merely a display character Word inserts for an unsupported character in the font concerned. If you select one of those boxes and go to Insert|Symbol, you'll see that it's from Word's Symbol font, which has numerous such characters. These are not checkboxes, but unsupported characters. You will need to use Find/Replace to replace all of those characters with a proper box character. You will find some proper checkbox characters in the Wingdings font, for example.

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Cheers,
Paul Edstein
[Fmr MS MVP - Word]