
The Lawfare Podcast Rational Security: The “Living La Vida Off Camera” Edition
Dec 3, 2025
Benjamin Wittes, a Lawfare editor and expert on national security, joins leaders Eric Ciaramella and Natalie Orpett to dissect recent U.S. foreign policy mishaps. They delve into the chaotic shuttle diplomacy regarding Ukraine, revealing how the Trump administration’s shifting strategies confuse allies. Natalie critiques recent military actions against narcotics boats, highlighting legal violations and potential war crimes. The team emphasizes the urgent need for accountability and discusses the implications of the current legal environment on military conduct.
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Chaotic Shuttle Diplomacy Hurts Ukraine
- The Trump administration's Ukraine diplomacy has been chaotic, shifting between competing peace plans and personnel without a coherent policy.
- That disorganization directs pressure mainly at Ukraine and gives Russia no credible cost to compel compromise.
Core Issues Prevent Any Quick Deal
- Major unresolved issues are territory, long-term security arrangements, and frozen Russian assets — problems no side has compromised on for years.
- Without credible pressure on Russia, negotiated deals will likely fail because Moscow faces little cost for continuing the war.
Personnel Fights Shape Policy Outcomes
- Internal factionalism in the administration produces mixed signals and inconsistent pressure on allies and adversaries.
- Trump lacks a fixed outcome preference and is mainly driven by ending the war quickly, making policy a feature of personalities rather than a coherent strategy.






