The celebrities try their hand at one of the most quintessential New York jobs: hot dog vendor. The team that makes the most money wins. They try to use their contacts to sell wieners at $5,000 and $10,000 a pop.
The remaining celebrities try their hands at advertising and Ivanka is insulted by Gene Simmons.
Given an Airstream trailer and a graphic artist, each team must create and operate a mobile printing station for Kodak. Gene Simmons moves over to lead the women's team, but the ladies turn on him and his dictatorial style. Disaster strikes one team at the 11th hour when they spill coffee on their computer, ruin their graphics, and must face the consequences. The Kodak executives decide the winning team, and in the end, Simmons is fired.
Each team runs a one-day Broadway ticket booth, and the celebrities work feverishly, hawking tickets on the street. Two celebrities begin the task on the wrong foot, with a bitter argument.
The teams' task is to create an Awareness Campaign for Crocs' "Soles United" shoe donation program. Overnight, they create donation bins, and present them to Crocs executives.
Each team is given an empty storefront, models, a construction crew and mattresses to create a living window to promote Vera Wang mattresses by Serta. One team struggles with the leadership of their project manager, while the other team works without the aid of a new team member. In the end, Vera Wang and the Serta executive choose the best window display, and a celeb from the losing team is fired.
Each team runs a horse and carriage business in Central Park. All is smooth sailing for one team, as they offer champagne and flowers to customers, but the other team falls apart at the seams.
Each team is responsible for writing, directing, and producing an entire ten-minute sales segment live on QVC. A few of the celebrities have sold items on the network before, but others have a significant learning curve. Each team has a disastrous rehearsal just before going on live TV. In the end, the team that makes the most from sales wins, and Marilu Henner is fired.
Teams work together to create a 4-page photo essay for Dial Yogurt Body wash to be featured in Redbook Magazine. One team decides on a natural theme, while the other creates a sexy ad depicting their most photogenic celebrity in bed with a model.
Each team must choose an artist, display the artist's work, and sell the pieces in a shared art gallery. One team struggles with sales and price point, while the other team has trouble displaying the art. One team spies on the other, as the other team poaches clients. In the end, the team with the highest sales figures wins, and Omarosa is fired.
Two teams, have only 4 hours to invent and sell a new sandwich for Quiznos. Both teams theme their sandwiches on their celebrity and Donald Trump brings back a previously fired contestant, to pay a surprise visit during the lunch rush. Teams scramble to bring in customers off the streets and make the most sales, and in the end, it is Mr. Baldwin that is fired.
In the Boardroom, Donald gives the final four a rundown of his conversation with Erin and Jim. He tells Lennox that both Jim and Erin found him to be too laid back and Donald has to agree with them.
As the finalists work down to the wire preparing for the charity auction and concert, one celebrity fears the entertainers will refuse to go onstage if their demands can't be met.