Episode 79: Sam Nunberg

Sam Nunberg was there for the early days of Trump’s presidential run.

In the latest episode of The Jamie Weinstein Show, the oft-fired former Trump aide who has been questioned in the Russia investigation opens up about the Trump presidency, his mentor Roger Stone, the state of the Russia investigation, and much more.

Show Roadmap:
  • What’s surprised Nunberg about Trump’s presidency.
  • On the early days of the Trump campaign.
  • Nunberg on his interactions with Trump — and how he’s talked to him since he was elected.
  • Nunberg on why he thinks Trump won the Republican primary.
  • On his conversations with Trump and Roger Stone about Roy Cohn.
  • On the Russian investigation — and where he thinks it is going.
  • On he and Steve Bannon’s efforts in the 2018 midterm elections.
  • On Matt Drudge, Jared Kushner, and Sean Hannity.
  • On his influences.

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  • Written by Jamie Weinstein

Episode 78: Chuck Todd

If it’s Sunday, Chuck Todd is on TV.

In the latest episode of The Jamie Weinstein Show, the political director for NBC News and host of NBC’s Meet the Press discusses the state of the media in the Trump era, the men who influenced Donald Trump, his own influences, and so much more.
Show Roadmap:
  • What’s surprised Todd about the Trump administration.
  • What Todd has learned about Trump from his personal interactions.
  • Why Trump would call Todd after watching “Meet the Press.”
  • How Roy Cohn and professional wrestling influenced Trump.
  • On the state of the media and media incentives.
  • On whether Todd thinks there is a liberal bias in the media.
  • On 2020 presidential prospects.
  • On Matt Drudge, Roger Ailes, and Jared Kushner.
  • On his influences.

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  • Written by Jamie Weinstein

Episode 77: Mike Morell

Mike Morell spent a career studying and analyzing the world.

In the latest episode of The Jamie Weinstein Show, the former acting director of the Central Intelligence Agency opens up about the first two years of the Trump administration, the state of conflicts around the world, Jamal Khashoggi, and so much more.
ShowRoadmap:
 
  • What’s surprised Morell about the first two years of the Trump administration.
  • What Morell thinks about the state of the war in Afghanistan.
  • The threat of Islamist terrorism 17 years after 9/11.
  • What are our options in North Korea?
  • Why Morell thinks China is America’s number one challenge — and will be for decades.
  • What Morell thinks of MBS — and how the president should have handled the killing of Jamal Khashoggi.
  • On the threat from Iran.
  • What Morell thinks of the “Russia Collusion” investigation.
  • Morell on how America’s military advantage is rapidly deteriorating.
  • Morell on his influences.

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  • Written by Jamie Weinstein

Episode 76: Michelle Fields

Michelle Fields is many things: a political commentator, a media consultant, a mother, and the wife of the host of The Jamie Weinstein Show.
In the latest episode of The Jamie Weinstein Show, Fields opens up about the first two years of the Trump administration, the 2016 election, being a young pundit, motherhood, and so much more.
Show Roadmap:
  • What has surprised Fields about Trump’s first two years in office.
  • What Fields made of Trump when he first entered the 2016 presidential race.
  • Why she thinks Trump won the primary — and the general election.
  • What she likes and dislikes about the Trump administration.
  • On NeverTrumpism.
  • Who she would like to see run in 2020 — and whether she would ever consider voting for Trump.
  • Who she has gained respect for — and lost respect for — in the Age of Trump.
  • What she makes of the #MeToo movement.
  • On how she thinks the left has handled the Age of Trump.
  • What she makes of the state of the media.
  • Twitter Qs: On her incident with the Trump campaign in 2016, her exit from Fox News, whether she plans to return to TV, and whether she believes a hotdog is a sandwich.
  • On Matt Drudge, Ben Shapiro, Sean Hannity, Bill Shine, and Roger Ailes.
  • Fields gives advice to aspiring young pundits.
  • On motherhood.
  • Closing questions.

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  • Written by Jamie Weinstein

Episode 75: Bill Kristol

Bill Kristol is working on a surprise for President Trump in 2020.

In the latest episode of The Jamie Weinstein Show, the founder and editor-at-large of The Weekly Standard opens up about Trump’s first two years, trying to find a 2020 GOP primary challenger, the Mueller investigation, and much more.
Show Roadmap:
  • What’s surprised Kristol during the first two years of the Trump administration.
  • Whether Trump ever impresses Kristol.
  • On whether the Trump administration ever reaches out to Kristol for advice.
  • On Kristol’s friends who work with Trump.
  • Kristol discusses his recent visit to New Hampshire.
  • On Kristol’s efforts to field a 2020 primary challenger to Trump.
  • Where Kristol sees the Mueller investigation going .
  • Whether U.S. foreign policy over the last two decades has been too ambitious.

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  • Written by Jamie Weinstein

Episode 74: Philippe Reines

Philippe Reines isn’t a big believer in softball politics.
In the latest episode of The Jamie Weinstein Show, the longtime aide to Hillary Clinton opens up about Trump’s presidency, whether he is as bad as Trump when it comes to inflammatory rhetoric, why he thinks Trump is likely to win again in 2020, and much more.
Show Roadmap:
  • What’s surprised Reines about the Trump presidency.
  • On his interactions with Trump.
  • Whether the left bears any responsibility for Trump’s rise.
  • Whether he would prefer a President Mike Pence to President Trump.
  • On the criticisms against Hillary Clinton and her candidacy.
  • What Reines makes of the Russia investigation.
  • On whether he is as bad as Trump when it comes to inflammatory rhetoric.
  • Why Reines says he is a Democrat.
  • Whether Hillary might really run again in 2020.
  • Who Reines thinks would be the most formidable Democratic presidential contender in 2020 and why he thinks Trump will probably win again.
  • On Matt Drudge, Tucker Carlson, Sidney Blumenthal, and Tom Steyer.
  • Closing questions.

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  • Written by Jamie Weinstein

Episode 73: Tucker Carlson

Tucker Carlson has opinions — lots of them.
In the latest episode of The Jamie Weinstein Show, the host of Fox News’ “Tucker Carlson Tonight” opens up about his relationship with Trump, his new book Ship of Fools, the state of cable news, and so much more.
Show Roadmap:
 
  • What has surprised Tucker about Trump’s first two years in office.
  • Does Tucker ever tailor his show to influence his most powerful viewer, President Trump?
  • How would Tucker Carlson have responded to the 9/11 attacks?
  • On Tucker’s early support for the Iraq war.
  • Does Tucker present an overly negative view about the state of America in his new book?
  • Does Fox News owner Rupert Murdoch deserve to be on Tucker’s book Ship of Fools?
  • Tucker on populism.
  • Does President Trump stoke racial fears?
  • What will Tucker’s show look like if Donald Trump fires Jeff Sessions?
  • Can Trumpism outlast Trump and would Tucker ever run for president?
  • Would a panda bear be the highest rated cable news host?
  • What idea does Tucker hold that he has not brought up on his show?
  • What issue does Tucker think is most undercovered by the press?

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  • Written by Jamie Weinstein

Episode 72: Max Boot

For years, Max Boot considered himself a pillar of the conservative establishment.
In the latest episode of The Jamie Weinstein Show, the longtime conservative foreign policy intellectual and author of The Corrosion of Conservatism opens up about why he left the Republican Party, why he has changed his mind on various political issues since the election of Donald Trump, and much more.

Show Roadmap:

  • What has surprised Boot since election of Donald Trump.
  • Why Boot thinks Trump won the Republican Primary.
  • On how he’s changed his mind on questions of race.
  • On admitting supporting the Iraq war was a mistake .
  • On why Boot only now began to “think for himself” — and whether that indicts his previous career as a conservative commentator.
  • Whether it is responsible to compare Russian interference in the 2016 election to 9/11.
  • On Lindsey Graham.
  • On who Boot hopes runs for President in 2020.
  • On what he would do if the 2020 presidential race was Trump vs Bernie Sanders.
  • On Brett Kavanaugh’s nomination to the Supreme Court.
  • What Boot makes of the different strands of Never Trumper-ism.
  • On Matt Drudge, Steve Bannon, Bill Buckley, and Marco Rubio.
  • On his career and influences.

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  • Written by Jamie Weinstein

Episode 71: Matt Schlapp

In the latest episode of The Jamie Weinstein Show, Matt Schlapp opens up about his relationship with President Trump, his thoughts on Brett Kavanaugh, on who he would not invite to CPAC, and much more.

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  • Written by Jamie Weinstein

Episode 70: Brian Stelter

Brian Stelter is CNN’s media critic-in-chief.

In the latest episode of The Jamie Weinstein Show, CNN’s senior media correspondent and host of CNN’s “Reliable Sources” discusses covering the media in the Age of Trump, his thoughts on media bias, his relationship with famous media figures, his influences, and much more.
Show Roadmap
  • What has surprised Stelter about the Trump presidency.
  • On his interactions with Trump.
  • On how the media have covered Trump — and whether he thinks it has erred at all.
  • Does the media try to keep us in a constant state of outrage?
  • Does media political bias infect the news?
  • On the pro-Trump voices at CNN.
  • Stelter on his favorite non-CNN cable news shows.
  • On how Trump changed presidential politics — and why he thinks Oprah 2020 could happen.
  • Can he imagine a successful Trump presidency?
  • On Jeff Zucker, Tucker Carlson, Alex Jones, Sean Hannity, Roger Ailes, Jared Kushner, and Matt Drudge.
  • On his career and influences.

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  • Written by Jamie Weinstein