How Far Will Trump Go in Cuba?

Jonah Goldberg is joined by Gil Guerra, Kevin Williamson, and Megan McArdle to discuss the nationwide blackouts in Cuba and whether the country will be next in Trump’s crosshairs.The Agenda:—The state of play in Cuba—History of the blackouts—A Russian tanker arrives—How much does Cuba matter to the U.S.?—The case for regime case—The left’s fascination with Cuba—How would the right react?—NWYT: Melania and the educational AI robotDispatch Recommendations:—Meet the Has-Beens, Never-Weres, and Felon Locked in a Trumpy Primary—The Era of Cookbooks Is Not Over—Our Almost-Promised Land—The Institutional Rot of the Right’s Youth PoliticsShow Notes:—Will Cuba Be the Next to Fall? Learn more about your ad choices. Visit megaphone.fm/adchoices

You can listen to How Far Will Trump Go in Cuba? online on Radio and Podcast. Open the player on this page to stream the available audio.

How Far Will Trump Go in Cuba? is an episode from The Dispatch Podcast by The Dispatch.

This episode is 67:24 long.

This episode was published on Mar 31, 2026.

Yes. Use the heart button on the episode page to add it to your favorite episodes list.

Yes. This page shows related episodes from The Dispatch Podcast when more episodes are available from the podcast feed.