Fiona Hill on Whether Ukraine Can Win — and What Happens if Russia Loses

The Russia-Ukraine war has changed considerably in recent weeks. Vladimir Putin is no longer talking explicitly about regime change in Ukraine. The Russian military has shifted its focus away from taking Kyiv and toward making territorial gains in Ukraine’s east. The prospect of an outright Ukrainian victory is no longer out of the question. And negotiations between the parties over a possible settlement appear to be making some progress.

There’s been a darker turn as well: Over the weekend, images surfaced of atrocities committed by the Russian military against Ukrainian civilians. And Western leaders are considering expanding military aid to Ukraine, initiating war crimes investigations and placing harsher sanctions on Russia in response.

Fiona Hill served as deputy assistant to the president and senior director for European and Russian affairs on the National Security Council under Donald Trump and as a national intelligence officer for Russia and Eurasia under Barack Obama and George W. Bush. I had her on the show a few weeks ago to help me make sense of the Russia-Ukraine conflict as it was developing at the time, and it was one of the most illuminating perspectives I’d heard on the topic. So I invited her back to discuss how the situation has changed, where we are now and what the conflict could look like.

We discuss why Hill has become pessimistic about the possibility of a peace deal, how the carnage in Bucha could alter the course of the conflict, why Russia has been so much weaker on the battlefield than expected, whether Ukraine can achieve an outright victory, why this war is making Putin more popular in Russia (not less), what else the West could be doing to support Ukraine, why Hill thinks we’re entering a “much darker” phase of the conflict, what role China could play in bringing about a negotiated settlement, what a renewed framework for European security could look like and more.

Book Recommendations:

The Art of War by Sun Tzu

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