In the first edition of the Celebrity version, Omarosa was on the losing team and made some comments about Piers Morgan, even questioning his sexuality. Piers and the rest of the winning team was watching on closed-circuit television and returned to the boardroom. Instead of defending himself, he went over to Trace Adkins, told him "Come here, you big, sexy cowboy", and kissed him on the cheek.
On Celebrity Apprentice Trump asks Marlee Matlin who she would fire. Matlin(speaking through her sign language interpreter) said Dionne Warwick. She explains that Dionne is intimidating, and says "People tell me she's a legend and I respect that but-" Trump interrupts her asking "What do you mean people tell you? You don't know she's a legend?" Matlin replies(again through her sign language interpreter) : "Well I'm deaf."
Added to when in another episode, Star Jones leans in to whisper something to Marlee. Again, through her interpreter, she deadpans, "I'm deaf."
In one video extra, Marlee teaches Trump how to say "you're fired!" in American Sign Language.
Season 2 of the original US edition had the winning team enjoy some tennis with John Mc Enroe and Anna Kournikova at Arthur Ashe Stadium. Raj gets into a bet with Anna: She'll serve to him five times. If he returns at least one, he gets a date with her. If he can't return any, he's got to do a dare. He loses, and must run around Arthur Ashe Stadium in his boxers. Andy then gets the evil idea of lobbing tennis balls at Raj—which John, Anna and the rest of the team do.
Season 3 of the original US version ("Book Smarts vs. "Street Smarts") had Bren, who had two which had some Awesome as well:
The first had him on a photography set (the prize for his team was portraits of themselves taken by renowned photographer Patrick Demarchelier, who had done covers of many well-known magazines and was Harper's Bazaar magazine's premier photographer). A model noticed Bren had a bowtie, and he commented that it took a certain level of confidence to wear a bowtie. This got him flocked by several models, which stunned one of his teammates (he'd thought Bren looked like one of Orville Redenbacher's family) and Bren got a picture of himself with four of the models on the couch.
The second had his team win a prize of a day golfing with Trump and Christie Kerr. After Trump offers a thousand dollars if a certain shot could be made, Bren came very, very close (in fact, the closest) to doing it—and nearly getting the astonished Trump to pay up.
Season 5 had Sean Yazbeck and Lee Bienstock out in California as part of their prize—to do voice auditions for the animated movie Over the Hedge. (Sean would try out for and be cast as "Barbecue Barry" while Lee became "Lunch Table Larry.")
UK series
Lord Sugar
In series 6, Lord Sugar asked Liz Locke to stop saying she would "take that on board". A few minutes later:
Having given just broken the news that one team have massively overspent on fragrances, Nick cheerfully remarks "Anyway, I'll leave it with you," and takes his leave.
That whole scene is absolutely priceless. The way Nick waits until they've sealed the last box before he casually asks them what they think they've spent is just pure evil.
In the "Worst Decisions Ever" special, his description of Rachel Groves's presentation:
"And Melody runs a business, which...unsurprisingly, is all to do with talking."
From the Series 7 finale:
Margaret Mountford: Just one final question: What would you like to tell me about yourself... and try and say it without clichés, and say it very quickly.
