Standard item description does not print when Extended Item Description box is checked

I'd had been having a problem with extended item descriptions not printing in purchase orders and called our vendor for several issues including this one.

They checked the form and found nothing amiss, but did find that our check box for extended descriptions was not checked.

I thought this had corrected the problem but recently found that when this box is checked, the standard descriptions do not print.

Any idea what the issue could be and is there a simple fix or do I need to call the vendor again?  I have included a copy of the form format below: