Episode 38: Mark Cuban

DALLAS, Texas — Mark Cuban may just run for president in 2020. At least the billionaire owner of the Dallas Mavericks and star of TV’s “Shark Tank” says he is seriously considering it. In a marathon interview from one of his offices in Dallas, Cuban opened up on a potential 2020 run, his stances on various political issues, his relationship with Steve Bannon, his influences and so much more.

Show Roadmap
• Cuban on the state of the Trump admin and his relationship with Donald Trump
• Why Cuban dislikes Ted Cruz
• Cuban on the chances he runs for president in 2020
• Cuban on his relationship with Trump confidantes Steve Bannon and Michael Cohen
• Cuban on social issues, guns, judges & entitlements
• The Cuban Foreign Policy Doctrine
• Cuban on learning he had relatives who died in the Holocaust
• Would Cuban wear a tie in the Oval Office?
• Name association: Cuban on Matt Drudge, Howard Stern and Bernie Sanders
• Why Cuban was wrong about Trump and the stock market
• Cuban’s tips for business success
• Cuban on traits billionaires tend to share
• The books that most influenced Mark Cuban and what he wants on his tombstone

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  • Written by Jamie Weinstein

37 Dana Perino – On immigration, refugees, and George W. Bush

Dana Perino served as the White House Press Secretary under President George W. Bush. She is a co-host on FOX News Channel’s “The Five” and anchors “The Daily Briefing with Dana Perino”.  In this interview, we discuss Dana’s perspective on Donald Trump, her views on immigration and refugees, and her experiences working in the Bush administration.

You can Subscribe and Listen to the Podcast on Apple Podcasts. And be sure to leave me a Rating and Review!

Show Notes: 

  • Donald Trump’s extraordinary ability to generate news and the first eight months of his presidency
  • About Dana Perino’s interactions with Donald Trump
  • How she thinks that countries should approach solutions to refugee crises
  • On immigration and the difficulty of cultural assimilation in these times
  • A comparison of Trump’s handling of hurricane Maria with George W. Bush’s handling hurricane Katrina
  • How the Bush presidency should have fought back more strongly against criticism
  • Dana’s evaluation of Trump’s first three spokespeople
  • Dana’s opinions of Matt Drudge, Jeb Bush, John Kasich, Ben Sasse, and Roger Ailes
  • On Dana’s admiration of President George W. Bush

Links Mentioned:


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36 Tucker Carlson – His views on immigration, economics, and foreign policy

Tucker Carlson is a political commentator for Fox News and the host of Tucker Carlson Tonight. He is the co-founder and former editor-in-chief of The Daily Caller. He shares his views on Donald Trump, immigration, economics, and US foreign policy.

You can Subscribe and Listen to the Podcast on Apple Podcasts. And be sure to leave me a Rating and Review!

Show Notes: 

  • Why Donald Trump was elected
  • Tucker’s opinions about Donald Trump as a person
  • How Trump understood Republican voters better than the Republican establishment
  • On the economic impact of immigration
  • Comparing Donald Trump and Jim Traficant
  • Tucker’s thoughts on Matt Drudge, Ronald Reagan, Joe Scarborough, Howard Stern, Bashar al-Assad, Vladimir Putin, Kurt Eichenwald
  • How US companies rely on welfare to offset costs
  • On the economic dangers of driverless cars
  • How the US should engage with the world abroad
  • Tucker’s opinion of the wars of the past century
  • On the wars in Iraq and Afghanistan
  • On the possibility of Trump colluding with Russia
  • How to remain persistent through career troubles
  • Will Tucker ever pursue a career in politics?
  • On Tucker’s stint as a freedom fighter in Nicaragua

Links Mentioned:


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35 Bill Ayers – On Hugo Chavez, Obama dinners, and “small-C” communism

Bill Ayers is a co-founder of the radical left-wing organization, the Weather Underground. He is a self-described “small-C” communist, an activist, and a retired professor in the College of Education at the University of Illinois in Chicago. Bill and Jamie discuss a wide range of topics, including Bill’s political views, Bill’s dinners with Barack Obama before his presidency, and Jamie’s own dinner with Bill in 2012.

You can Subscribe and Listen to the Podcast on Apple Podcasts. And be sure to leave me a Rating and Review!

Show Notes: 

  • About Bill Ayers’ political alignment, his views on voting, and who he has voted for in the past
  • On Donald Trump’s appeal as a leader and his authoritarian tendencies
  • Why Bill admires Hugo Chavez’s Venezuela
  • How he describes his ideology: “small-c communism”
  • His opinion of the Antifa movement
  • What Bill’s agenda would be if he was elected president
  • Why he thinks that Barack Obama and every other American president are war criminals
  • About abolition of the prison system
  • On Bill’s dinners with Barack Obama before his presidency
  • His opinion of Dinesh D’Souza
  • The historical leaders Bill admires the most
  • Bill’s favorite authors
  • On Jamie’s dinner with Bill Ayers, Matt Labash, Andrew Breitbart, Tucker Carlson, and others.
  • On Andrew Breitbart’s proposed road trip with Bill

Links Mentioned:


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34 Matt Schlapp – His Views on Trump’s Listening Skills and Decision Making, and Conservatism in America

Matt Schlapp is the Chairman of the American Conservative Union, and has worked in the Bush administration. He is a big proponent of President Trump, and he shares his views on the election, Trump’s early decisions as president, and recent political events. He also talks about how he got his start in politics and how he sees a need for the conservative movement in today’s political landscape.

You can Subscribe and Listen on Apple Podcasts, and be sure to leave me a Rating and Review!

Show Notes: 

  • How Matt experienced election night from Trump Tower
  • When he first met Donald Trump
  • Why he didn’t support Donald Trump at first
  • Why the ACU remained neutral during the GOP primaries
  • How the age of social media has changed the way people run for politics
  • What Donald Trump could have done to lose his support
  • What happened when he organized and chaired CPAC
  • How he describes his ideology
  • How he connects Bush and Trump
  • What he has disappointed by from the Trump administration so far
  • How he feels about the FBI investigation into Russian collusion with the GOP during the election
  • His view on Jim Comey
  • His time on the Bill Maher and what he thinks of
  • About his time working for George W. Bush
  • Why he thinks you shouldn’t make all of your career decisions based on money or security

Links Mentioned:


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33 David Frum – How Donald Trump Accelerates the Erosion of a Truthful Democracy

Conservative writer and journalist David Frum is well known for his work in multiple publications including The Atlantic where he is a senior editor. He served as a speechwriter for President George W. Bush, and he is a critic of Donald Trump. In this interview, we discuss the threat that Frum believes Trumps poses to the American political system, his thoughts on Russia, Comey, and North Korea, and what he thinks the future holds.

You can Subscribe and Listen on Apple Podcasts, and be sure to leave me a Rating and Review!

Show Notes: 

  • David Frum’s experience being on live TV when he realized Donald Trump would become president
  • Why he doesn’t use the term Never-Trump
  • What makes up the “base” of his politics
  • About how he fears for the Trump Presidency every day
  • What he thinks about Comey’s firing
  • David’s thoughts on Russia’s connections with the 2016 campaign
  • What has happened to the conservative movement
  • His thoughts on how the media have covered Donald Trump
  • A best case scenario if Donald Trump lasts for 4-8 years
  • About the North Korea scenario
  • How he thinks Christopher Hitchens would have reacted to the 2016 election
  • His experiences at Bilderberg
  • How to learn the ability to be a good journalist

Links Mentioned:


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32 Dinner Party Podcast: Roger Stone

In this special episode, we go on the record during a usually off-the-record dinner that Jamie hosts every so often at his Washington D.C. flat. About 7 other journalists are invited to the dinner, plus a different special guest each time. This time around, Roger Stone was gracious enough to let him go on the record for a few questions about Trump, the White House staff, and more.

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You can Subscribe and Listen to the Podcast on iTunes, and be sure to leave me a Rating and Review!

Show Notes: 

  • On if Roger thinks Alex Jones is playing a character in his on-screen performances
  • What he thinks of Steve Bannon and what his failures have been in the White House
  • If Ivanka Trump and Jared Kushner are Democrats
  • What happened when Roger Stone first met Donald Trump
  • Why Donald Trump was interested in Ronald Reagan’s campaign
  • What Trump learned for Richard Nixon
  • If Roger Stone thinks he was being surveilled by the government
  • What Trump could do to lose Roger Stone’s support
  • Roger’s thoughts on Julian Assange’s ties to Russia
  • Why Roger Stone has a concern for Trump’s safety
  • Why Trump’s war on the media has been very good politically for him
  • What could happen to Jared Kushner that would get him pushed out of the white house
  • Why Roger wears the collared shirts that he does

Links Mentioned:

 


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31 Thomas Ravenel – On Drug Use, Southern Charm, and Politics

Thomas Ravenel, the State Treasurer of South Carolina in 2007, is now a star on the reality TV show Southern Charm. In this engaging interview, we chat about the federal drug charges that removed him from office, where he would be if the charges hadn’t happened, his political views, and more. You’ll be surprised at the twists and turns that this interview takes as we make our way from Donald Trump, legalizing drugs, reality TV, and more.

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You can Subscribe and Listen to the Podcast on iTunes, and be sure to leave me a Rating and Review!

Show Notes: 

  • Why Thomas felt that Trump was going to win the election
  • How he would have handled Donald Trump on the debate stage
  • When his views started to skew more Libertarian
  • Why he would make drastic cuts to the federal defense budget
  • If he wants to run for office again or not
  • Why he thinks drugs should be legalized
  • About his drug issue and time in jail
  • If he would ever run for president
  • How he thinks Southern Charm has helped his image in South Carolina or hurt it
  • Why his family didn’t want him to do Southern Charm
  • What he thinks of our South Carolina politicians including Lindsay Graham
  • Where he would be today if didn’t have a federal drug conviction
  • Walking through how his conviction happened and why he thinks he was wronged
  • Why he doesn’t regret doing Southern Charm
  • Who he is actually friends with in real life from Southern Charm
  • What to do if you find yourself in Charleston, South Carolina
  • Why he is to the left of Democrats on many issues

Links Mentioned:


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30 David Garrow – What You Don’t Know About Barack Obama’s Life

David Garrow is a Pulitzer Prize-winning historian, best known for his biography on Dr. Martin Luther King, Jr. published in 1986. His new book is out in May, a comprehensive biography of America’s 44th president. In this episode, David discusses Rising Star: The Making of Barack Obama, as well as other current events including Trump’s election, the Supreme Court, and the current state of academia.

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You can Subscribe and Listen to the Podcast on iTunes, and be sure to leave me a Rating and Review!

Show Notes: 

  • What he was doing on election night and who he voted for
  • How the rise of the Internet has dramatically altered US politics
  • What David thought about the dossier and Buzzfeed’s publishing of it
  • Trump’s Russia connection and if there are people in the intelligence community who are trying to take down Donald
  • Trump
  • Why there is no chance that Obama wiretapped Donald Trump during the election
  • Why he thinks Gorsuch should be confirmed
  • What has happened the the politicizing of the Supreme Court
  • Why David thinks there should be a mandatory retirement age for Supreme Court Justices
  • David’s rich understand of Justice Clarence Thomas
  • How Barack Obama become a politician at the Illinois State Legislature
  • What Obama would disagree with in this biography of him
  • What he thinks about Barack’s reaction to Trump’s election
  • Why David is disappointed in the current state of academia
  • What happened when he won the Pulitzer Prize at 33 years old

Links Mentioned:


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  • Written by Jamie Weinstein