The Charlie Kirk Show — "Wiles's Wild Interview + The Millennial 'Lost Generation'"

Date: December 16, 2025

Episode Overview

This episode is hosted primarily by Andrew Colvett (standing in for Charlie Kirk) and Blake Neff, featuring a range of guest experts including political analyst Mark Halperin and others. The discussion tackles the fallout from a controversial interview with Trump campaign manager Susie Wiles, the struggles of "lost" millennial men, the impacts of woke cultural shifts, and the ongoing debate around marijuana legalization. The show blends cultural commentary with hard-hitting statistics, personal anecdotes, and political analysis — all delivered in the show's signature, unapologetically conservative style.

Key Discussion Points & Segments

1. The "Lost Generation" of Millennials

[03:17 - 10:21, 11:42 - 11:47, 20:20 - 25:28]

• Compact Magazine Article "The Lost Generation":
  The co-hosts discuss the viral article by Jacob Savage highlighting a cohort of white millennial men (roughly 30-45 years old) facing sterner obstacles than previous generations due to a combination of the 2008 recession and "systematic exclusion" from creative and academic professions.

  • "If you are a millennial... a young white millennial male, you've basically gone through... a modern day quasi Jim Crow in industry after industry." (Unidentified Co-host, [03:17])
  • Noted that “boomers and Gen Xers” maintained their positions while diversity hires happened mostly at the entry level, squeezing out younger white men.
  • Statistical declines cited: White men from 48% of low-level TV writers (2011) to 11.9% (2024); Atlantic staff from 53% male, 89% white (2013) to 36% male, 66% white (2024).

• Psychological and Societal Impact:
  Not only did this exclusion affect careers, but ripple effects are seen on marriage, homeownership, and mental health:

  • "Why are TV shows so bad? Maybe because they didn't hire good writers to do it." (Unidentified Co-host, [08:35])
  • The "lost generation" faces delayed or missed family formation, housing, and career progress.
  • Listeners wrote in to share personal experiences, e.g., Anthony: “I am a millennial and we're often called a lost generation. Millennials got lost and pushed aside, got screwed.” [10:08]

2. Marijuana Legalization and Its Societal Effects

[11:47 - 25:28, Key clips at 18:42, 19:31, 20:49]

• Changing Legal Landscape & Trump's Position:
  The episode covers rumor and political calculus behind Trump considering reclassifying marijuana from Schedule I (most restricted) to Schedule III.

  • "The president could... say, 'Hey, you know what? Democrats have talked the talk, but I'm actually going to walk the walk when it comes to legalizing marijuana.'" (Political Analyst, [15:33])

  • Hosts maintain a strong anti-legalization stance, especially as it pertains to youth:

    • "If we want to defeat the Chinese, is more drug use better or worse? If we want to go to Mars, if we want to build great things, if we want to start new companies, if more employees are using weed, does that make us stronger or weaker?" (Charlie Kirk, [19:31])

• Harms of Marijuana Use:
  Charlie and co-hosts repeatedly cite research and anecdotes regarding the damaging effects of modern marijuana, particularly on developing brains:

  • "In legalized states, the perception of marijuana's harm among teenagers fell by over 20% in 10 years... making early initiation more likely." (Charlie Kirk, [18:42])

  • "Heavy weed users are 60% more likely to miss work, 75% more likely to show poor job performance..." (Charlie Kirk, [19:31])

  • “Heavy marijuana use is linked to five times higher risk of psychosis in young adults.” (Charlie Kirk, [20:49])

  • Anecdotes and Listeners' Emails:

    • Missy wrote in: "I have watched and I have seen it ruin people's lives. My brother... suffered mental health problems... He is violent, paranoid, has continual police contact..." (Listener Email, [21:58])

  • Medical Exceptions and Counterpoints:

    • Listener Raven noted, “I'm a 65 year old grandma with MS... Now I use weed. And prohibition does not work... Why do you want to take away our weed?” [23:57]
    • The hosts acknowledge possible medicinal value for elderly patients, but reiterate concern for youth access and the social normalization of drug use.

3. Susie Wiles Interview Controversy

[26:47 - 35:28]

• Overview:
  Recent interview with Trump campaign manager Susie Wiles generated media controversy after candid remarks regarding J.D. Vance (calling him a “conspiracy theorist”) and Elon Musk (“odd duck,” ketamine user).

  • "She called J.D. Vance a conspiracy theorist... called [Elon Musk] an odd duck." (Andrew Colvett, [27:34])

• Inside Baseball on White House Leaks:

  • Mark Halperin posits the controversy was likely a misunderstanding about what was "on the record".
    • "My guess... she thought that stuff was off the record... Some of it, as you said, it's not super... controversial and some of it's emphatically true." (Mark Halperin, [28:02])
  • Wiles is generally seen as a stabilizing, restraining force for Trump.
    • “She’s one of the few people... who really has the confidence to tell the president when she thinks he's off base. And... I think he values that.” (Mark Halperin, [34:33])

• Public Reactions:
  Wiles received support from insiders, with little likelihood of her losing her role, despite typical norms.

  • "A normal White House official who said these things would be fired. But instead you're seeing rallying around Susie..." (Blake Neff, [28:02])
  • “I don't believe [she’ll be out]. Based on everything I know people are very pleased with her...” (Blake Neff, [34:33])

• J.D. Vance’s Response:
  Vance responded jokingly to the "conspiracy theorist" label:

  • “Sometimes I am a conspiracy theorist, but I only believe in the conspiracy theories that are true...” (J.D. Vance, [33:23])

4. Brown University Shooting (Late Segment)

[35:28 - 37:52]

• The hosts discuss uncertain details regarding a shooting at Brown University, involving Ella Cook—a prominent campus Republican.
  • “In the absence of clarity, it's notable that on a very liberal campus, you had a very visible conservative.” (Blake Neff, [35:48])
  • The co-hosts note the media double standard and a “bumbling” investigation.

Notable Quotes & Moments

• On Millennial Exclusion:
  • “It's bad for them. It's totally derailed their lives. Because if you were subject of this discrimination for the past five years, 10 years that ruins your career.” (Unidentified Co-host, [08:35])
• On Marijuana Legalization:
  • “If more employees are using weed, does that make us stronger or weaker?” (Charlie Kirk, [19:31])
• On America’s Addictive Culture:
  • "Please don't overthrow the government, play video games, get high, vape, and gamble all your money away that you don't have because you don't have a job. Sounds like a good recipe for success." (Andrew Colvett, [20:36])
• On Generational Drift:
  • “All the young men just being excluded from every career. And our fix is, okay, well, you can now have legal weed and legal gambling and legal every other addiction ever and just stay doped up.” (Unidentified Co-host, [20:20])
• On the Wiles Controversy:
  • “My guess... she thought that stuff was off the record... Some of it... it's not super... controversial and some of it's emphatically true.” (Mark Halperin, [28:02])
• J.D. Vance, in Response:
  • “Sometimes I am a conspiracy theorist, but I only believe in the conspiracy theories that are true.” (J.D. Vance, [33:23])

Timestamps for Key Segments

• Millennial “Lost Generation” & Cultural Shifts: [03:17 – 10:21]
• Marijuana Legalization Debate: [11:47 – 25:28]
• Charlie Kirk on Marijuana Harm (Statistics): [18:42, [19:31], [20:49]
• Audience Emails on Marijuana: [21:58], [23:57]
• Susie Wiles Interview Fallout (with Mark Halperin): [26:47 – 35:28]
• J.D. Vance Responds: [33:23]
• Brown University Shooting: [35:28 – 37:52]

Tone & Language

The episode blends data-driven commentary with a combative, culture-war edge. The hosts use language reflecting concern, frustration, and at times, playful sarcasm, consistent with the show’s unapologetically conservative outlook.

Conclusion

This episode of The Charlie Kirk Show dives deep into the intersection of generational opportunity, cultural transformation, substance policy, and insider political intrigue—delivering provocative analysis and strong viewpoints for conservative listeners navigating an era of rapid change and perceived decline in American meritocracy and values.