In February, Bill O’Reilly shared a private conversation he had with the president, discussing what he described as a significant risk in dealing with certain groups. “This is the biggest gamble you have ever taken in your entire life messing around with these people. They’re irrational,” O’Reilly recounted during an appearance on NewsNation’s On Balance.
O’Reilly mentioned he warned Trump, comparing the situation to World War II militants in Japan and Germany, suggesting that these groups wouldn’t easily surrender. “It’s going to be exceedingly difficult, and you cannot count on the Persians to overthrow them,” he advised.
“So my words haunt me, because it’s exactly how it came down,” O’Reilly, who is 76, reflected. When questioned about whether Trump might be extending the conflict for political gain before the midterm elections, O’Reilly asserted, “If he could get out of that thing now, tonight, he would.”
Despite being outspoken about the situation in Iran, O’Reilly continues to support Trump, even as other prominent conservative voices have distanced themselves from the politician.

