These Are Trump's Biggest Achilles' Heels: Wolff | Inside Trump's Head
Michael Wolff joins Joanna Coles to take apart the most durable myth of Trump’s presidency: the idea that there is some master strategist at work. As Ukraine remains unresolved, the economy wobbles, and Trump’s promised “day one” deals evaporate, Wolff argues that what actually sustains Trump is not strategy but performance — a relentless projection of dominance learned on reality television and refined in politics. They trace how Trump’s refusal to retreat, apologize, or show weakness keeps him squeaking through moments that logic says should break him, from Greenland to Epstein to Minneapolis, each distraction layered atop the last.
📖 Title: These Are Trump's Biggest Achilles' Heels
👂 Podcast: Inside Trump's Head
📺 Episode: 63
🎧 Format: Full Podcast
📅 Date: January 20, 2026
🎙️ Hosts: Joanna Coles, Michael Wolff
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