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Alan Gross, an American contractor held captive by the Fidel Castro regime for five years, was released in 2014 when President Obama reopened diplomatic relations with Cuba. Gross stopped by Yahoo News to talk about the death of the former Cuban leader and said Castro’s legacy is “brutality.” He also compared President-elect Donald Trump to Castro, saying, “He’s off his rocker. He’s a megalomaniac of the same ilk as Fidel Castro, only he’s not as well read.”

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GOP strategist Mike Murphy caught the political bug early: he began his career as a college student making radio ads out of his dorm room for a long-shot congressional race. He’s gone on to specialize in winning statewide campaigns for governor and Senate. He’s been the lead strategist for many major Republican figures, including John McCain, Arnold Schwarzenegger and Mitt Romney. He also had a role in the 2016 campaign season. “I ran the Jeb Bush super PAC,” he explains, “which gives me the unique credential of having blown, oh, over 95 million dollars and not winning.” Mike joined us to discuss his vocal criticism of Donald Trump, the media’s role in modern politics and why he’s a hopeless romantic when it comes to presidential races.

This episode is brought to you by Sock Club, Aspen Ideas to Go podcast, Hello Fresh, and Omaha Steaks.

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Brandon Victor Dixon, who plays Vice President Aaron Burr in “Hamilton,” joined me on Yahoo News to talk about the statement he read to Vice President-elect Mike Pence after a performance of “Hamilton” and the reaction it received around the country. The actor said, “I think there’s really no way to take the words we said as controversial. That’s democracy.” Dixon also performed his original song, “We Are.”

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Larry Wilmore has worn many comedic hats, from writer and show creator (The Bernie Mac Show) to late-night host (The Nightly Show With Larry Wilmore). He joined us to process the election results, pay tribute to Gwen Ifill and share highlights from his over 25 years in television.

This episode is sponsored by Sock Club, Aspen Institute, Omaha Steaks, and Casper Mattresses.

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I was joined by Richard Cohen, president and CEO of the Southern Poverty Law Center, to talk about Donald Trump selecting Steve Bannon as White House chief strategist and the rise of the alt-right movement.