Trump's Iran War in Disarray? Michael Wolff Explains the Real Problem

Inquisitr
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Jul 24, 2026
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Author and journalist Michael Wolff has criticized President Donald Trump over his handling of
the ongoing conflict with Iran, suggesting the president approached the situation without
sufficient preparation.
Speaking on the podcast Inside Trump's Head, Wolff described Trump as someone who often
avoids detailed policy briefings and prefers to make decisions spontaneously.
According to Wolff, U.S. presidents typically receive extensive briefing materials before
major military decisions, including documents outlining strategic goals, possible consequences,
and multiple scenarios that could unfold during a conflict.
Wolff argued that such briefings are considered essential because they help leaders understand
the risks and long-term implications of military action.
However, he claimed that Trump has not followed the same approach, and is instead making decisions
in a more improvisational manner.
The author made the remarks while discussing the recent escalation between the United States
and Iran, which began after U.S. strikes on Iranian targets earlier this year.
The conflict has since expanded across parts of the Middle East, and has resulted in casualties
among both military personnel and civilians.
Wolff, who previously reported extensively on Trump's first administration, also said
the president often views leadership decisions in a personal and instinct-driven way.
He described Trump as someone who prefers to ad-lib rather than follow structured policy
planning.
Other former officials have expressed similar concerns about Trump's approach to intelligence
briefings.
Former National Security Adviser John Bolton recently said that the president sometimes
struggled to process lengthy intelligence reports prepared by advisers, and did not
always treat briefings as a priority.
Bolton also warned that the escalating conflict with Iran could have far-reaching consequences
if long-term planning is not clearly defined.
Meanwhile, administration officials have offered differing explanations about the goals of
the military campaign.
Defense Secretary Pete Hackseth said the United States is not pursuing regime change in Iran,
and is instead focused on limiting the country's nuclear capabilities.
However, Trump has publicly called for the Iranian people to overthrow their government
following the death of former Supreme Leader Ali Khamenei.
After Khamenei's death, Iran's leadership council selected his son, Mojtaba Khamenei,
as the country's new Supreme Leader.
In response to Wolff's comments, the White House rejected his claims.
Communications Director Stephen Chung said Wolff's reporting was inaccurate, and described
the author as a longtime critic of the president.
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