Gilbert Doctorow : Can Ukraine Make it Through the Winter?
Sep 30, 2026 · 22m
Summary
This episode of Judging Freedom features host Gilbert Doctorow analyzing the geopolitical fallout of US-Iran tensions, arguing that Trump's threats likely led to a secret deal rather than war. Doctorow discusses Russian Foreign Minister Lavrov's warnings about a potential NATO-Russia conflict and the strategic importance of Kaliningrad. He also critiques General Keith Kellogg's claims about Russian troop losses and predicts Ukraine's imminent political collapse due to infrastructure destruction and economic bankruptcy. The segment concludes with a dismissal of Mark Rutte's NATO statements, …
Topics discussed
Intro: Preemptive war and the danger of government
Sponsor: Expat Money Summit and Plan B strategies
Guest intro: Gilbert Doctorow on Trump's Iran threats
Historical context: Trump's past threats to North Korea
Strait of Hormuz: Evidence of a secret US-Iran deal
Assessing the cost and outcome of the Iran conflict
US and NATO withdrawal from Iraq
Russia's official reaction to Trump's threats
Netanyahu's alleged knowledge of October 7 attacks
Lavrov on Europe preparing for war with Russia
Russia's dual messages: No attack vs. nuclear threat
Strategic importance of Kaliningrad and WWII settlement
Clip: Keith Kellogg claims Russia is losing troops
Doctorow refutes troop loss claims and ceasefire ideas
Ukraine's impending collapse and political defeat
Russian election reaction to Ukrainian drone attacks
Winter energy crisis and the end of the war
Clip: Mark Rutte claims Russia is failing
Closing remarks and upcoming show segments
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