John Oliver Declares ‘Hamilton’ a Mistake After Watching Conservative Politicians Rap
The HBO host is not impressed The post John Oliver Declares ‘Hamilton’ a Mistake After Watching Conservative Politicians Rap appeared first on TheWrap .
During a recent episode of “Last Week Tonight,” comedian John Oliver made a striking observation about conservative politicians rapping: he believes “Hamilton” was a mistake. The segment featured Anthony Constantino, the CEO of a sticker company, who President Donald Trump endorsed in the House race for District 21 in upstate New York.
Constantino gained significant media attention after placing a large “Vote for Trump” sign on his factory. Oliver described Constantino as a pro-Trump rapper, a claim supported by a 2025 video clip in which Constantino dissed Zohran Mamdani, stating, “We know the terrorists’ dream is destroy New York. I want to make the whole world enjoy New York.”
This led Oliver to declare, “‘Hamilton’ was a mistake,” questioning why Constantino didn’t choose a more suitable rhyme instead of repeating “New York.” Later in the segment, Oliver mentioned that Ohio gubernatorial candidate Vivek Ramaswamy also identifies as a rapper and even freestyled during a radio interview last year. Despite Oliver's harsh critique, he admitted that Constantino might be a better rapper than he initially thought.
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