In the third episode of the season, each team is given two Camping World RVs to stage an 'experience' in mid-town Manhattan. One Celebrity wrestles control away from their project manager. The other team questions the sanity of their leader, who stops working on the task to play a game of catch. It's a race to the finish, but one team ultimately stands victorious. The losing team faces Donald Trump in the boardroom where another Celebrity is fired.

In the fifth episode of the season, Donald Trump tasks the Celebrities with creating their own works of art, then selling them that same night for the most money possible. On one team, a misunderstanding leads to a violent confrontation. The other team's artwork gets held up in traffic, leaving them with nothing to sell minutes before their gallery opening. With record-setting money raised for charity, one team is victorious, and Mr. Trump must decide which celebrity is the next to get the boot.