
The Daily Beast Podcast Trump’s Dark Plan to Remain President After 2028
Oct 17, 2025
Michael Wolff, a veteran journalist and author renowned for his insights on Donald Trump, stuns Joanna Coles by changing his stance on Trump's potential 2028 run. They discuss how Trump's authoritarian tendencies may lead him to consolidate power and monetize loyalty. Wolff shares intriguing details about Trump's fundraising strategies and the recent Supreme Court decisions that could facilitate a constitutional maneuver for a third term. The conversation also touches on the threats to democracy and the challenges facing Democratic opposition in today’s political climate.
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Trump's Mercurial Governance
- Michael Wolff and Joanna Coles argue Trump acts without cause-and-effect thinking and follows momentary desires.
- This mercurial behavior makes policy unpredictable and dangerous for democratic norms.
The White House Ballroom Grift
- Wolff recounts a White House dinner where companies were asked to pay millions to participate in Trump's events.
- He jokes Trump should charge far more given the perceived marketing and political return.
Monetizing Loyalty And Influence
- Coles and Wolff describe Trump's events and funds as mechanisms for monetizing loyalty and soft-bribery.
- Corporations pay to stay favored because a single Trump action or post can drastically harm their value.

