If you want both advice 1 and 2 to print on your check, you should not have deleted the column headings from the first header. You need them on both.

If you are overlapping other objects with your column headings (such as shaded rectangles), ensure that the text is 'on top'. You might have to 'bring to front' the text or 'send to back' any overlapping objects.

Perhaps take a look at one of the sample specifications that have 2 different advices and see how these are laid out. Maybe even try printing with a sample spec to determine whether your spec file or the printer is the cause of the problem.
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Softrak Tech Support