If this avoids the Endemaul route, and doesn't go for sappy backstories or pregnant pauses, this could be pretty good.
The problem is that the format is the equivalent to cotton candy: there's nothing there but empty calories.
If the host asked "What number do you want?" "OK, so you picked 87, inside that is $6,000, you can either keep that money or hope that a check for a quarter-million dollars is in there." "You've chosen to give back the six grand and that means you've won...a hill of beans!"
You could probably play three games in a half hour and have plenty of room to breathe. The whole point of the show is tension and suspense, and unfortunately what that meant in 1973 is different than what it means in 2015. Personally I wouldn't mind if there was some sort of play-in event to see who gets to pick one of the 99 surprise boxes rather than having the mini-documentary that we got for each of the contestants on Take It All. Could it work? Yes. Am I dubious? Yeah buddy.