The way you have changed your date settings is correct. Myself, I would do it thru Region menu of Control panel, but final result will be the same.
As for program itself, may be it has some background system service or something and needs a restart for changes to take effect? Though, that is unlikely. Have you tried restart?
Also, I would try to change whole Format to some European to check how printer software would react to that?
Control Panel - Region- Format
German or European Spanish, Norwegian or Eastern Europe would do too.
Sorry, to give you more help I need to play with this toy myself.