I'm available until around 11ish EST (though random days I can be on later than that) except for Tuesdays where I have another game going.
As for Regiment preferences I'd go with Light Infantry, Hunter Killers, or Drop Troops
For specialization my current ideas run to Operator/Enginseer...
While House creation will be the major determinant, where we are situated will also determine what sort of help/hindrance our neighbors/Lord will be. The Riverlands will undoubtedly entail the Late Lord Frey trying to get us to marry some of his many many progeny...or himself if we have female...
Well our home region will shape the entire game so we should probably decide what kind extracurricular hazards we will face. The North has potential for Wildling shenanigans and the Iron Islands have the Viking goodness, though 10 years ago is around the time of Greyjoy's rebellion anyway...