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At first it was telling me to update Java, so I did but this yielded the exact same results.
Then I tried updating IE9 in compatibility mode, this did not solve it either.
Then I upgraded IE9 to IE11, (Some of my customer's programs require IE9. FYI) This did not solve the issue.
Then I tried emptying the temporary files from the Java Console advanced settings. No bueno.
I also tried selecting the checkbox of the label I wanted to print and then using the action menu on the bottom of the screen.