A decade before Donald Trump was within percentage points of becoming the most powerful man on Earth, The Apprentice was a groundbreaking reality show that saw a bunch of ambitious business-y go-getters undertake a series of business-related challenges, culminating in dramatic boardroom yelling-sessions over stock reality show "DUN-DUN!" noises. At the end of each episode, one loser received Trump's elimination catchphrase, "I am afraid we must part ways." (Paraphrasing.)
"Loser" being a slight misnomer for someone who never has to work for Donald Trump again.
Winners were promised the prize of a "top" corporate position in the big boss' company to aid their business careers (thus, the title of the show). Instead, according to the accounts of many past winners, their actual jobs mostly consisted of being a spokesperson for the Trump brand, helping to promote projects by making radio and TV appearances, attending meet-and-greets, and talking to the press. That is, you show up at places as "The Winner Of The Apprentice" and shill stuff for The Donald. Congrats, Business Champions! Now go tell the PIGGY 103 "Morning Asylum" about how Trump Bottled Water "changes the wetness game!"
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That's the smile of a man wondering if that's enough water to drown in.