Which isn't surprising from the guy that wouldn't stop calling Lil' Wayne, "Uncle Tom."
During the day’s shoot, Trump himself caught wind of this gimmick and began referring to Lil Jon around Apprentice staff as “Uncle Tom” instead of Uncle Sam.
“Look, he’s Uncle Tom!” one longtime Apprentice staffer recalled Trump blurting out at least twice. The staffer said Trump was utterly tone-deaf to the racially charged history of the term, which is used to deride a black man deemed to be subservient to white people.
It didn’t take long for multiple producers on the show to begin frantically attempting—in vain—to get the former real-estate mogul to stop calling Lil Jon an “Uncle Tom.” According to two sources from different departments on the production (speaking on the condition of anonymity due to strict non-disclosure agreements), one reason producers were freaked out was that comedian and talk-show host Arsenio Hall (who is also black) was a guest star on that episode, and had heard Trump refer to Lil Jon in the derogatory way.
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“We kept trying to explain to [Trump] that that’s not a word you can use, that it’s offensive,” another Apprentice employee told The Daily Beast. “One of the executive producers had to call him up directly to [plead with] him not to say it, and Trump was like, ‘No, that’s a saying, it’s Uncle Tom.’ There are several takes in the footage of the dailies that has him trying to figure out the difference between ‘Uncle Tom’ and Uncle Sam. He just couldn’t grasp that it was offensive… When [Trump] decides he wants to do something, that’s his way.”