09 Bill Kristol – On Post-Trump GOP, Neoconservatism, and Why This Election is Different

“Bullying works better in politics and in life than I think it should.” – Bill Kristol

Bill Kristol is the editor of the Weekly Standard, and I sat down with him in his D.C. office to chat about why he isn’t supporting Trump, what will happen to the GOP after the election, and how the media has covered this race. We talk about the alt-right, the true definition of neoconservatism, and lessons from his career in Washington.

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Show Notes: 

  • When Bill Kristol met Hillary Clinton
  • His phone call with Donald Trump
  • Was Donald Trump winning the Republican primaries a fluke or a sign of the state of the country?
  • Why the celebrity and brand appeal of Trump can’t be underestimated
  • Why Bill Kristol is voting for Evan McMullin
  • How the media has covered this race
  • The elements of the media that have really benefited from Trump
  • What happens to the GOP after the election
  • Who should lead the Republican party going into 2020
  • What neoconservatism really means
  • If democracy will work in the Middle East
  • What you can learn from Bill Kristol’s career path
  • The fluidity of Washington

Links Mentioned:

Twitter | Website


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  • Written by Jamie Weinstein

08 Rick Wilson – On Evan McMullin’s Presidential Bid, A New Conservative Party, and Why He’s Sure There is More Trump Opposition Research Coming Soon

Rick Wilson is a Never-Trumper, and now the Campaign Strategist for Evan McMullin’s Presidential bid. I talk with Rick about the opposition research that has come out on Trump and why it didn’t come out during the primaries, what the media has done to the election, and why he believes Evan McMullin has a shot. We also discuss the possibility of a new conversation party that splits with the GOP.

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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: 

  • Rick’s thoughts at the start of Trump’s bid
  • Why the recent Trump revelations didn’t come out during the primaries
  • When Rick met Donald Trump and Clinton
  • What the media’s role in this election has been
  • Why Donald Trump is such a good media magnet
  • How the alt-right media has changed this election
  • About Evan McMullin’s presidential bid
  • Why he knows there is more oppo on Trump that will come out before the election is over
  • What happens after the Trump campaign is over
  • The possibility of a new conservative party that breaks with the Republicans
  • Rick’s advice for becoming a great political strategist
  • What Rick learned from Lee Atwater

Links Mentioned:


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  • Written by Jamie Weinstein

06 Grover Norquist – On Trump, NeverTrumpers And Meeting George Soros

Grover Norquist thinks it was the IRS that leaked Donald Trump’s 1995 tax return to The New York Times. The influential head of Americans for Tax Reform sat down with me to discuss his view of Donald Trump, what he thinks of the #NeverTrump movement, the time he met George Soros and how he would advise an aspiring master of the conservative political universe.

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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: 

  • Grover gives his view on the release of Trump’s tax records (5:46)
  • Grover’s personal interactions with Trump (12:31)
  • How Trump won the GOP primary  (16:24)
  • How can Grover support a guy who differs so much on the issues? (24:26)
  • Grover dishes on his foreign policy views (39:37)
  • Grover dismisses #NeverTrump (47:07)
  • Grover meets George Soros (53:23)
  • Answering Twitter questions (1:00:37)
  • How to become a right-wing master of the political universe (1:03:07)
  • Grover on his influences (1:09:41)

Links Mentioned:

Facebook | Twitter | Website


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  • Written by Jamie Weinstein

05 Matt Lewis – Trailblazer, Pundit and Prolific Writer

Matt Lewis is a college graduate with a political science degree, author, CNN contributor and my colleague at The Daily Caller. In this episode I talk with Matt about career trajectory, his success story, this election cycle, becoming a pundit in political journalism, his struggles to get where he is today, choosing the right career path and of course, politics.

Matt’s book Too Dumb to Fail, was written pre-Trump nomination, and sets the bar for explaining where the Republican party stands. This book hits the nail on the head on the state of the Republican party and of the Conservative Movement.

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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: 

  • Farming, rednecks and rural Maryland
  • Matt’s father’s influence on his political career
  • The focus of Matt’s writing for the last 5 years
  • Why Trump will probably do well in Maryland
  • Matt’s manager role at Roy Rogers fast food restaurant chain
  • The only networking book you’ll ever need
  • Why you should quit a job that isn’t fulfilling
  • Hitting rock bottom and the courage born from desperation
  • Don’t be afraid to quit a job
  • The disenchanting nature of losing a campaign
  • Making the move from political consultant to political journalism
  • How blogging and the internet reinvented Matt’s career
  • Blogging as a volunteer for Human Events online
  • Politics Daily
  • From cable TV show on Tucker to working for Tucker Carlson at The Daily Caller
  • The transition from cut throat television to a prolific writer
  • How TV can make you narcissistic and neurotic if you are not careful
  • Why Matt started hosting his own podcast
  • Advice for the next great pundit or contributor to CNN
  • Why Trump still has a good chance of winning the electoral college
  • Why Matt may not vote in the 2016 presidential election
  • Matt tells the story of his first interaction with Donald Trump
  • Why Trump is the perfect storm
  • What if Mitt Romney decided to run in May as a third party candidate?
  • Matt’s support of Rand Paul
  • If Trump looses what will happen to the Republican party?
  • How opposing Trump is bad for one’s career in conservative commentary
  • Admired historical leaders
  • Which 3 books have most shaped Matt’s world views
  • What Matt believes that no-one else believes
  • What does Matt hope he will be remembered for?

Two turning points in Matt’s life:

  1. 1998 Becoming a professional campaign manager for the Maryland State Senate Campaign
  2. 1999 Interning and working at The Leadership Institute

Links Mentioned:

Facebook | Twitter | The Daily Caller | Roll Call | Podcast


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  • Written by Jamie Weinstein