Liberal late-night TV host John Oliver didn’t hold back in his recent roast of a top elected leader in the Democrat party. 

Oliver criticized New York Senator Chuck Schumer for his long-standing ruse of referencing two imaginary right-leaning voters repeatedly throughout his political journey.

The duo is allegedly a middle-class pair from Massapequa, New York, who have been fiscally concerned but socially moderate.

‘Schumer first introduced the world to the Baileys in his 2007 book, Positively American, winning back the middle-class majority, one family at a time,’ Oliver remarked.

‘In the book, he mentions the Baileys an astonishing 265 times in 264 pages. Evidently, he’s been talking about them for years prior to the book’s publication.’ 

The host doubled down on his revelation that the Baileys are just figments of Schumer’s imagination.

‘They don’t exist.’ Oliver continued in his monologue. 

‘He literally made them up,’ the comedian asserted, further ridiculing the senator before adding: ‘That level of unnecessary backstory is akin to J.R.R. Tolkien’s work, and I don’t say that lightly.’

John Oliver explains how Chuck Schumer has built his entire political strategy on a completely fictional Long Island couple named Joe and Eileen Bailey.

Senate Minority Leader Chuck Schumer, D-NY, addresses the media during a press conference following weekly Senate caucus luncheons at the U.S. Capitol in Washington, DC on Tuesday, July 29, 2025.

John Oliver attends the 75th Primetime Emmy Awards at the Peacock Theater in Los Angeles, CA, Monday, Jan. 15, 2024

The show then cut to a sketch with two new characters, supposed to be the real-life version of Schumer’s fictional Baileys. 

‘We’re Republicans, Chuck. We’re super Republican,’ the actors claimed, they were revealed to have both voted for President Trump, Joe thrice, and Eileen twice. 

Oliver’s producers then doubled down on their portrayal of grotesque Republican stereotypes.

‘I think they’re putting litter boxes in schools,’ Joe says, before his wife Eileen responded: ‘Every time a celebrity dies, I tweet, vaxxed.’

The fictional duo then continued: ‘I take Ivermectin, every day, out of spite,’ rail against store clerks who ‘don’t say Merry Christmas, even in June,’ and demand, ‘Where’s my straight pride parade?’ 

John Oliver’s portrayals of the fictional Joe and Eileen Bailey

At the end of the segment, the pair notes: ‘Our own kids don’t even speak to us, Chuck. You shouldn’t either.’

A representative for Schumer did not immediately reply to the Daily Mail’s request for comment. 

Despite his formal position as Minority Leader of the United States Senate, Schumer isn’t immensely popular, both among his own constituents and the general public.

A Sienna College Poll released Tuesday found that only 39 percent of Schumer’s constituents had a favorable view of the lawmaker. 

Forty-six percent of respondents had a negative view of the Senator.

The top Senate Democrat ranked 26th out of 29 high-profile Democrats on the latest DailyMail+ Power List released Tuesday.

Based on exclusive polling, the Mail’s Power List captures public sentiment around likeability, trustworthiness, perceived bias, and knowledge among key figures. 

The data reveals who Americans like and trust and who they don’t, and the verdict is as damning as it is surprising.

The top five names on the list were all celebrities. 

Schumer’s Senate colleague and Vermont Independent Bernie Sanders took the spot of the top elected official on the list at number six, with Pennsylvania Senator John Fetterman coming seventh right behind Sanders.

New Jersey Senator Cory Booker also appeared on the list ahead of Schumer, raking in ninth place. 

Last month, DailyMail+ launched the Power List by revealing the best-loved (and most loathed) morning-show hosts and news media stars.

We also ranked the sports analysts who divide the opinion of millions of fans across the country and revealed the nation’s most beloved NFL quarterback.

Our standings of the leading figures in Trump’s inner circle revealed who holds the most influence.

In the weeks ahead, we’ll bring you our power list rankings for more figures in the world of media, US politics, fashion and sport.