A different printer? I tested with Ledger 9.0D the AdagioPDF driver, and the landscape reports printed with the correct orientation, as did the portrait reports. You could also try a different 'electronic' printer such as the 'Microsoft XPS document writer'.

Also, what version of the Financial Reporter are you using? A problem was fixed in the internal version 2.1.1.1849 where if a financial statement had multiple tabs and some were portrait and others were landscape, the orientation was not properly used in statement groups.
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Softrak Tech Support