CNN’s Scott Jennings roasted Senate Minority Leader Chuck Schumer (C/G-NY) and asked whether he belongs in an asylum over his decades-old references to voters who do not actually exist.
This from mediaite.com.
Jennings took to X on Tuesday to offer some promotion to someone across the political aisle from him: John Oliver.
Sharing a clip of HBO’s Oliver mocking Schumer over Joe and Eileen Bailey—people who have been referred to as Schumer’s “imaginary friends”—Jennings wrote:
If you don’t watch anything else today, take 7 mins & behold that Chuck Schumer has invented fictional New Yorkers named ‘the Baileys,’ developed an entire back story for them over several years, & based his entire worldview on them. Does he belong in the Senate or an asylum?
If you don’t watch anything else today, take 7 mins & behold that Chuck Schumer has invented fictional New Yorkers named “the Baileys,” developed an entire back story for them over several years, & based his entire worldview on them. Does he belong in the Senate or an asylum? https://t.co/9QwflpJVsm
— Scott Jennings (@ScottJenningsKY) August 12, 2025
On Last Week Tonight, Oliver ran through the complicated and dense backstory Schumer has created for fake voters he constantly references.
The Baileys are a fictional couple from Massapequa who began as Reagan Republicans in the ’80s, but Schumer has evolved their politics over the years. He often uses this couple as a representation of voters overall.
According to Oliver:
Schumer introduced the idea of these voters in a 2007 book where he referenced them 265 times.
Just one of numerous clips Oliver aired, Schumer said in 2007 at Harvard Kennedy School:
If you ask my staff, I’ve been talking about them and talking to the Baileys for 15 years. I have conversations with them. One of my staffers once said I have imaginary friends to the press, got me in some trouble, but these people are real and I respect them and I really love them and I care about them.
Oliver exclaimed:
Okay, sure, but they’re literally not real, Chuck!
The comedian further roasted Schumer by noting the backstory of the Baileys is incredibly detailed. Schumer has revealed everything from their TV viewing habits (Desperate Housewives and Sex and the City) to how they discipline their children.
Oliver explained:
That is a J.R.R. Tolkien level of gratuitous backstory, and I don’t say that lightly!
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Author: Nathanael Greene
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