Making Kids Play With Him
"Hi kids, grab my Ts and we'll start playing together!"
In 1989 Trump decided to put his face on the fifty million dollar bill, and realized that children were the only people stupid enough to buy that. This was particularly pathetic because he actually had that much real money at the time and apparently couldn't think of anything better to do with it. The Trump board-game was the most childishly annoying waste of wealth since Richie Rich. He's on the notes, the board, the cards -- people have family albums with less pictures of themselves.
The game is an Olympically special version of Monopoly. All the squares were Trump properties that have mostly gone bankrupt since then. The children's board game market was especially appropriate for Trump since his financial strategy resembles a younger sister playing Snakes & Ladders -- keep rolling the dice, hope you move forward, and when you lose too much knock over the board and start yelling at people.
"I DON'T WANNA PLAY ANY MORE!"
The original pieces were all T's, which made it impossible to tell them apart, as well as taking T in vain (a pitiable offense in the late 80's.) The game was relaunched with the words "You're fired!" added for the Apprentice audience, because two extra words is about their maximum capacity.
The reality TV version of the game also had simpler rules, but we didn't need to tell you that.