Anne Applebaum and Fiona Hill: Are the Autocrats Winning? @TheProfGPod
Anne Applebaum and Fiona Hill: Are the Autocrats Winning?  @TheProfGPod
Uploaded June 2026 | Updated September 2026, 3 weeks ago
For our 400th episode, Scott Galloway is joined by Anne Applebaum and Fiona Hill to discuss the wars in Ukraine and Iran, the future of global power, and what these conflicts reveal about America's role in the world.

They explore whether Ukraine is changing the future of warfare, how Vladimir Putin's position has evolved over the last year, and what might come next for Iran. They also discuss the strengths and weaknesses of authoritarian regimes, the importance of alliances, and why soft power may matter more than military power in the years ahead.


Timestamps
00:00 - In This Episode
00:41 - How do you assess Trump’s handling of the Iran war?
01:42 - How did Lebanon become a key point of tension in this war?
04:28 - Does Trump have any cards in negotiations with Iran?
06:50 - What does the political landscape look like in Iran right now?
11:51 - How does a religious autocracy differ from a secular one?
16:34 - Do democracies have a lower tolerance for sacrifice than autocracies?
24:30 - Ad Break
27:20 - Has Ukraine shifted from defense to offense?
33:52 - What does the domestic political landscape look like in Russia now?
37:40 - Could a perceived defeat become an existential threat to Putin?
43:35 - Ad Break
45:55 - Who are the biggest winners and losers from these conflicts?
54:23 - Where do you think Ukraine and Iran will be one year from now?


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Anne Applebaum and Fiona Hill: Are the Autocrats Winning?

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