Pretty sure Millard was granted an "exception" and could play both, if he wanted. He pretty much stuck to H.S. during the season.
As to the Wando kids, all but 2 (I think) opted for Academy for their own reasons. The 2 who played H.S. got varying amount of Academy PT in the Fall ... one more, one less. My sense is, the one who played more (Clark) was probably going to play H.S. all along, regardless of academy PT. Can't speak for the other.
As to the money question, Academy cut its basic cost in half this year, and most players were paid-in-full well before H.S. season began. So "begging" them back for the money is pretty much no the case.