After the commercial, the title card of the week says, "Know What You're Up Against." Trump interviews that negotiation is very delicate, and you have to "try and [sic] figure out your opponent." He goes on, "Otherwise, you're going to look like an idiot." Frankly, I think it's a little late to give that advice to most of these people, but I may be overly pessimistic. Protégé walks into Russell Simmons's office building, with Assorama chattering the whole time about how they're all going to pitch him in one big group -- exactly the opposite of what they should do. Troy manages to announce the charity's name using a new incorrect pronunciation: "Elizabeth Glacier." Wait, why is Troy being interviewed sitting on a fire truck with a helmet under his arm? What? Is Troy a firefighter? Is it Career Day? Is Assorama going to be dressed like a nurse later? "My heart was into this," Troy says, holding his helmet earnestly. Kwame explains that at the Simmons appointment, the team "elected a pilot and a co-pilot" for the particular meeting -- him and Assorama, respectively. Everyone heads into the office.

Assorama interviews about how "surreal" it was to meet Simmons after seeing him on TV for such a long time. Simmons asks what they're there to do, and Kwame explains about the auction and the foundation. One point for him for correctly pronouncing "Glaser," at least, but that is the last point Kwame will be getting. Simmons abruptly looks at Kwame with a scowl. "Are you a lawyer?" You know, that's pretty much never a promising question, unless you're at a party talking to an attractive and obviously money-grubbing individual. Kwame says that he's not a lawyer, and Simmons asks what Kwame does. Kwame says his background is Wall Street. Kwame takes a deep breath and launches into the ideas that the team came up with that they might be able to auction off. First, they suggest a New Year's Eve "personalized concert." Oh, come on, folks. That's almost Tammy-worthy. Simmons is like, "No. What else?" Heh. Kwame suggests a one-year unlimited backstage pass. No. What else? Kwame interviews that he thinks Simmons just didn't take to his personality and found him "stiff." Yeah, I think so too, pretty much. Assorama now tells Simmons, as if he has never heard the words "charity" or "auction" before, that "the reason [they're] adding so many elements is that this is a charity auction, and we have to make it as appealing as possible." By the way, for those of you taking notes at home, write that one down, because I would say that comment is at least as patronizing as anything Jessie is going to say to Isaac Miz-a-ra-hee later. I totally think he should have said, "Oh, you're trying to make the packages appealing? Ohhhh, now I understand!" But good cause or not, Simmons says he just doesn't like any of their ideas. "None of them?" Assorama tilts her head and asks in a pathetic, pity-seeking voice. Ugh. What kind of a business demeanor is that supposed to be? What the hell makes that okay?