In a special two-hour premiere, Donald Trump tasks sixteen new celebrities to create and sell pies in a fundraising competition for charity. While the men's Project Manager focuses on fundraising and neglects the team's pie-making needs, some of the women's team complains about their Project Manager to Boardroom Advisor Piers Morgan. One team will win it all, and in the end, the first celebrity will hear Trump's feared words: "You're Fired!"

The celebrity teams create a fitness advertorial for Cosmo Body Magazine. Two members of the men's team solidify their rivalry, while the women fight over who should be the fitness model for their photo shoot. Boardroom Advisors: Ivanka Trump and Donald Trump, Jr. In the second hour, the project managers fight hard to make the most money for their charities by selling wedding dresses. One celebrity has a panic attack and disappears from the team, while another tries to redeem herself from a past fundraising blunder. In a dramatic boardroom, Mr. Trump sends another celebrity home.