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And, This Is How Trump Loses His Base with Tim Miller of The Bulwark

Tim Miller, former Republican operative turned Bulwark podcast host and MSNBC contributor, discusses his daily content creation routine and media consumption habits. Miller co-founded The Bulwark in 2019 after the Weekly Standard shutdown, initially as a never-Trump side project that evolved into a full media company.

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Key Takeaways
  1. 01

    Tim Miller tapes the Daily Bulwark podcast every day at 9 AM Central and does multiple media hits daily in the 'content grind'

  2. 02

    The Bulwark started as a side hustle in 2019 after Weekly Standard shutdown, accidentally became a real media company

  3. 03

    Trump moderated on some issues, running left on war and social security while running right on immigration and crime

  4. 04

    Young men at Turning Point USA events care about anti-woke messaging, anti-war positions, and economic insecurity - not traditional conservative issues

  5. 05

    Democrats dominate left-wing media but Republicans control cultural podcasts like Joe Rogan, Theo Von, and Tucker Carlson

  6. 06

    Trump is making normal politician mistakes, focusing on foreign trips and Peace Prize instead of Red America economic concerns

  7. 07

    Democrats need to show up in red states and run against their own establishment to connect with disaffected voters

  8. 08

    House takeover by Democrats rated 7-8 out of 10 likelihood, but Senate requires avoiding complacency about Trump's struggles

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Tim Miller, former Republican operative turned Bulwark podcast host and MSNBC contributor, discusses his daily content creation routine and media consumption habits. Miller co-founded The Bulwark in 2019 after the Weekly Standard shutdown, initially as a never-Trump side project that evolved into a full media company.

The conversation explores Miller's political evolution from Bob Dole enthusiast to Trump critic, his observations about Republican politicians who 'bent the knee' to Trump, and his analysis of why traditional political establishments lost cultural relevance. Miller shares insights from attending Turning Point USA events and studying the changing demographics of conservative activism.

Miller examines the Democratic Party's challenges in connecting with young men and red-state voters, the asymmetry in cultural influence between left and right media ecosystems, and Trump's early second-term missteps that may create political opportunities for Democrats in upcoming midterm elections.

The Content Grind: Daily Media Routine and News Consumption

Miller tapes the Daily Bulwark podcast every day at 9 AM Central, spending 7-9 AM consuming news from multiple sources including Drudge Report, Politico, and various newsletters.

"I'm doing more Bulwark YouTube hits than MSNBC too. I'm just grinding. This is a content grind" - Miller, describing his media schedule that runs from morning until evening.

Miller monitors MAGA podcasts including Tim Dillon and Candace Owens to understand what conservative audiences are consuming, calling it his "little treat."

From Weekly Standard to Bulwark: Building Anti-Trump Media

The Bulwark launched in 2019 after Weekly Standard was shut down by its owner who wanted to get in Trump's good graces, initially as a never-Trump gathering place.

"We weren't even really trying to create a media company, but it just really connected with people... it felt like we weren't shitting them" - Miller on the accidental success.

Miller transitioned from political consulting and PR work to full-time media after realizing "you can't do both well" based on mentor advice.

The freedom of being former Republicans without career ambitions allowed more blunt commentary than typical political pundits seeking their next job.

Republican Politicians and the Psychology of Capitulation

Miller found Trump "totally repulsive on every level from the second I saw him," dating back to mocking Romney's 2012 Trump endorsement while working for Huntsman.

DC political class bent the knee because "you don't want to have to admit that your side is the bad side" and lose access to power and relevance.

"In politics, all of us have this sense of I want to be in the mix... sometimes that's more important than having power because having power has responsibility" - Miller.

Chris Christie example: "You leave the governor's office and the lights turn off and nobody's calling you anymore" illustrates politicians' fear of irrelevance.

Trump's Political Strategy: Running Against Establishment from Both Sides

Trump moderated on multiple issues, running left on war, Social Security, Medicare, and gay rights while running right on immigration and crime.

"He ran against the establishment of the party from the left and the right... didn't just say he was moderate, he's like 'these guys are idiots'" - Miller.

Clinton, Biden, and Harris all ran as "various versions of mainstream liberalism" and status quo candidates, missing Trump's anti-establishment appeal.

Miller's advice to red-state Democrats: "Pick whatever issue you agree with Trump on the most and talk about that all the time."

Young Men and the Turning Point USA Phenomenon

Miller attended Turning Point USA's America Fest annually, observing a shift from traditional Reagan conservatism to anti-woke, anti-war, anti-immigrant messaging.

"Those guys were having fun... I never had fun at a single CPAC when I was in college" - Miller comparing new conservative youth culture to his experience.

Young conservative men prioritize opposing wars, anti-woke positions, and immigration concerns over traditional fiscal conservatism or strong military policies.

Miller argues many young men feeling economically insecure and unheard are reachable by Democrats if they show up and avoid actively alienating them.

Cultural Shift: From Obama's Dominance to Right-Wing Podcast Supremacy

Top Spotify podcasts dominated by right-leaning cultural content: Joe Rogan, Theo Von, Sean Ryan Show, Tucker Carlson, with only The Daily representing center-left news.

"During the Obama years... Democrats dominated the culture... Obama's on ESPN doing his March Madness picks" - Miller contrasting past and present cultural influence.

COVID created cultural backlash where "the left was wanting people to stay inside" while Republicans became associated with freedom and anti-establishment messaging.

"My whole childhood, the Republicans were the suits... we flipped. Now the Democrats are the suits at the schools and the establishment" - Miller.

Trump's Early Second-Term Missteps and Democratic Opportunities

Trump making "normal politician mistakes" by focusing on foreign trips and Peace Prize instead of Red America economic concerns.

"Why are we bombing boats in the Caribbean? Why are we bulldozing the East Wing? Why have you made three trips overseas and no trips to Red America?" - Miller on Trump's misplaced priorities.

Comedians like Joe Rogan and Tim Dillon showing skepticism about Trump's early actions, creating openings for alternative messaging.

Miller rates Democratic House takeover chances at 7-8 out of 10, but warns against complacency if Democrats can't win Senate seats in states like Iowa, Ohio, and Texas.

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