The OCR (the regs for OCS) said you can't cut your own hair. So some could call that technicality. I was told once (forget if directly from DI, or through the grape vine) that if you shaved it you needed to keep shaving it, everyday.
My advice, don't. There are going to be days early on when you barely have time to shave your face, and you are going to want to shower as much as possible with the extra time. After the first 8 weeks or so you can start getting your hair cut how ever you want, and will probably have the time to shave your head. Wait until then.
That's 8 weeks of having the same hair cut as everyone else (which btw is not a high and tight, it's basically just shaved with clippers.)