The contestants get a text message from Oprah saying that Gayle King, the editor at large of O, The Oprah Magazine, is going to meet with them to see how she can help.
The big ideas come quickly in Gayle's office. She suggests calling Natalie Cole, daughter of Emily's favorite singer Nat King Cole, to surprise Emily with a song at Carnegie Hall. When she hears that the group wants to give Mike and his family a helicopter ride around Manhattan, Gayle calls Donald Trump directly to see if they can use his. After hearing Mike's story, Donald agrees.