I wonder if there is a Windows tweak program out there that will do it for you.
There are many ways to flip windows.I have tried these over the years with varying success.
I have a Cocktail table.
I used Game Launcher for 3 years, but it's not supported that much anymore and the latest versions of Windows can interrupt it's operation. Its better suited to DOS I feel.
Just a couple of months ago (Oh Joy!) I discovered MaLa. This FE (in my opinion) has the best Mame FE rotation/flip options and does it 'on the fly' . Oh Joy.