I think, and have been convinced since the beginning, that it is going to be Kwame. Sure Bill is an entrepreneur and started his own business, but Kwame also has quite a bit of real world experience. He worked for several dot coms and then with Goldman Sachs on Wall Street.
But more than a matter of matching Bill's experience, I don't think that Trump is looking for a true entrepreneur spirit in the person he will put in charge of something. I think he (Trump) talks a big game of wanting go-getters and fire-brands, like himself, but when it comes down to it I think he wants to be the wild one making all the big decisions and would prefer to have someone who intelligence, presence of mind and a responsible attitude running things.
By the way:
http://www.democraticunderground.com/discuss/duboard.php?az=view_all&address=105x1013766