Donald Trump has recently targeted Oprah Winfrey following her endorsement of Kamala Harris during a livestreamed interview. This marks another instance of the former president taking aim at prominent entertainment figures, having previously criticized pop superstar Taylor Swift. Trump's approach of attacking influential personalities raises questions about its effectiveness as a campaign strategy. Nevertheless, he has been unreserved in his remarks, suggesting that he believes such tactics will resonate with his supporters. As the political landscape evolves, it remains to be seen how these confrontations with high-profile figures will impact his campaign.