Re: Which villain(s) should the reboot start with?
The thing about Two Face is that he doesn't work all that well unless he is demonstrated to be a little crazy. As a partial development of Harvey Dent, he can only really be symbolic of Batman's failure. That doesn't sustain a great deal of interest in its own right. To give him a life of his own, the full Shakespearean tragedy of his downfall should be shown, including his becoming the archetypal crime lord that he spend his former life trying to destroy.
Until he flips that coin, anyway.
Difficult, difficult, lemon-difficult.