A former top American official in Cuba discusses whether President Trump's pressure campaign on Havana could lead to the collapse of the country's communist leadership. Ambassador Jeffrey DeLaurentis, who was charge d'affaires ad interim at the U.S. Embassy in Havana from 2015 to 2017, joins us. 

Then, the war with Iran is costing the U.S. tens of billions of dollars as it enters its fourth week. The Harvard Kennedy School's Linda Bilmes joins us to discuss the long-term economic costs. 

And, after 24 years as an immigration officer with the Department of Homeland Security, Eric O’Denius is now training to be a paralegal on immigration cases as enforcement has grown broader and more aggressive. We talk with O'Denius about his journey from deportation officer to paralegal.

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