Inside Trump's Head I Know Why Trump's Presidency Is Doomed: Wolff
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Mar 18, 2026 
Michael Wolff, bestselling author and journalist known for deep dives into Trump, dissects cracks in the MAGA coalition. He spotlights the Iran war dilemma, Trump’s “obliterate” logic and its political trap. He maps infighting from Rubio to Vance, Kushner’s growing Middle East sway, and the coming search for someone to blame.
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Military Success Doesn’t Equal Regime Change
- Wolff highlights the contradiction between destroying military capacity and actually toppling the Iranian regime.
- He warns bombing can degrade hardware yet strengthen the regime and require soldiers to remove it, worsening political fallout for Trump.
Trump's Public Lies Mirror His Inner Logic
- Wolff says Trump is transparent and acts on what he thinks without deep external counsel, so his public statements reveal his internal logic.
- Example: Trump claims previous presidents praised his Iran policy despite no evidence, reflecting his need for validation.
The Made-Up Former President Compliment
- Wolff recounts Trump claiming a former president told him "I wish I could have done what you've done," and then refusing to name who.
- All living ex-presidents denied the conversation, illustrating Trump's fabricated boasts.