>UPDATE: Moved on a bit more, seems you have to install each font you want to use and install it onto the printer. There's a font tab on the printer properties in windows.
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>Next I've had to rotate the page to 180 degrees landscape for the print to come out the correct way, but my page size seems to be preventing me from printing on the very left margin of the label (the way the label is feeding in that is at the bottom of each label)
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>Adjust my page size doesn't seem to help?

Do you mean the text is to the left of the left margin or beginning past the left margin? Is the label fed from bottom or top?
Try adjusting the right margin. Just a thought. Also try a smaller/larger font.
BTW Welcome to the wonderful world of specialty printers.