Ruthless Podcast – "Democrats Are Weaker Than You Think"

Hosts: Josh Holmes, Comfortably Smug ("Smug"), Michael Duncan, John Ashbrook
Date: November 14, 2025

Overview

This episode of the Ruthless Podcast delivers the hosts’ signature scathing, humorous take on the state of the Democratic Party and broader American politics. The conversation covers dysfunction and malaise within the Democratic National Committee, bizarre antics from left-wing politicians and candidates, internal divides among Democrats, and a unique, news-based variety segment. The fellas are joined by special guest Katie Miller, who discusses press, politics, and public life from a conservative perspective.

The episode’s running theme: Democrats are mired in chaos, from their standard bearers’ public appearances to the messy intraparty battles and an inability to adapt post-COVID. The hosts lampoon Democratic leadership, the entitlement of staffers, and the unchecked rise of bizarre left-wing figures.

Key Discussion Points & Insights

1. Joe Biden’s Restaurant Visit – Symbol of Party Malaise

• [02:24 – 04:31]
  • Biden’s public appearance prompts awkward, patronizing applause. The hosts ridicule the scene; Michael Duncan compares the reaction to clapping for “a baby taking its first steps.”
    • Quote: “And now everyone’s clapping because the dead guy isn’t dead yet.” – Michael Duncan [04:12]
  • A particular diner’s visible annoyance is highlighted by Smug: “That poor man is all of us.” [03:42]
  • The hosts use this vignette to riff on the Democrats’ lack of a vibrant, compelling leader and mounting internal confusion.

2. DNC Staff Rebellion & Union Drama

• [05:07 – 21:43]
  • Recent headlines reveal DNC staff are refusing to return to the office full-time, with remote work and union activism causing chaos.
  • The group satirizes the idea of political staffers unionizing—especially at a “mission-oriented organization.”
    • Quote: “It’s a larp. It’s a bunch of people who went to Ivy League schools and they’re like, ‘I’m with the working class.’” – Michael Duncan [08:31]
  • The decision to order staff back for just five days a week (after four years of remote work) is likened to “oppression” by the DNC’s own union.
    • Quote: “The biggest shock to a Democrat is having to work, like in general.” – Michael Duncan [10:15]
    • “If we can’t beat these people like a drum everywhere...listen to what these people are doing.” – Josh Holmes [09:51]
  • DNC’s union reps respond furiously to management’s request, calling it “shocking.”
  • The hosts propose—tongue in cheek—that conservatives “scab” for the DNC, implying they couldn’t mess up the operation any worse.
  • The conversation morphs into larger commentary on Democratic Party dysfunction:
    • “This is one of the great industries of the Dem. Civil War.” – John Ashbrook [21:12]

3. Liberal Radio/Politicians’ Bizarre Antics

• [23:12 – 28:19]
  • Jasmine Crockett, Texas congresswoman, reflects ever-increasing craziness in outreach and conspiracy theories.
  • Katie Miller is featured in a clip pushing a conspiracy about Dominion voting machines, suggesting Democrats have “bought Dominion to rig the vote.”
    • The hosts note that even Mark Elias—well known Democratic lawyer—looks alarmed: “I make my money spreading this kind of shit and I think that’s a bit much.” – Josh Holmes [25:13]
  • Stephanie Miller (liberal radio) is played kissing Jasmine Crockett’s sneakers on air:
    • Quote: “There’s a patronizing component to it...like, ‘I know a black person.’” – Smug [27:12]
  • The panel collectively agrees that the left has descended into unfiltered lunacy.

4. The New "Kennedy," Jack Schlossberg – Adding to the Chaos

• [28:19 – 36:21]
  • The podcast reviews Jack Schlossberg (JFK’s grandson) running for Congress; his social media posts are described as “creepy,” “deranged,” and “antisemitic.”
  • Bizarre recipes—including ingredients like “Jew blood” and crude sexual references—shared by Schlossberg are discussed in disgust:
    • “It’s not thinly veiled antisemitism. It’s just straight up anti-Semitism, which apparently is very in vogue.” – Josh Holmes [31:55]
  • Schlossberg’s fixation on public figures’ attractiveness and wild accusations against Alan Dershowitz are called out.
  • The hosts lampoon the Democratic Party for producing increasingly outlandish candidates.

5. Democratic Civil War & Audience Engagement

• [36:21 – 41:13]
  • The hosts invite listeners to submit the “craziest moment from Democrats over the last year,” planning a recap episode based on fan suggestions.
  • Comments from previous episodes are shared, including speculation that “Republicans will be the winners” of Democratic discord.

6. Variety Segment: The Spider Metropolis

• [41:13 – 47:58]
  • The team takes a hard right turn for their traditional “variety” segment: a news story about two rival spider species in the Balkans joining forces to create a nightmarish “super web.”
  • They riff on possible uses for the cave, including as a CIA black site.
  • Quote: “This could be where we set up like a deportation site...The spider cave is like the answer to a lot of problems.” – Michael Duncan [44:35]
  • The segment drifts into absurd, dark comedy as they imagine the fate of anyone wandering into the spider cave.

7. Interview with Katie Miller: Politics, Press, and Public Life

• [48:06 – 72:54]
  • Katie Miller (former comms director for Pence, wife of Stephen Miller, now podcast host) discusses her new show, “The Katie Miller Podcast,” aiming to offer substantive conversations targeting women.
    • “There isn’t a female comparable [to Joe Rogan] that talks about life and culture that isn’t political.” – Katie Miller [49:34]
  • She details harassment her family faced for being high profile conservatives, including death threats and forced relocation to a military base.
    • “I get at least a very serious [death threat] each and every day that’s directed at me and my children...They cite my home address.” – Katie Miller [55:19]
  • On balancing outspokenness with safety and public perception, Miller acknowledges that her husband sometimes pulls her back from the edge with her own tweets.
    • “If it’s too far for Stephen Miller, it’s too far for Katie Miller.” – Katie Miller [62:32]
  • Miller shares behind-the-scenes stories about launching her podcast, including recruiting Mike Tyson as a guest, and reflects on using new media to get around mainstream bias.
    • “I always say no press is bad press, but people intentionally want to get it wrong. And I find that so amusing.” – Katie Miller [69:46]
  • On working with Elon Musk: “He is, say next to Donald Trump, the nicest, most gracious man when it comes to being a boss.” [70:25]
  • Miller expresses optimism and emphasizes the importance of pushing back against left-wing intimidation and media narratives.

8. Closing Banter & Wrap-Up

• [72:56 – End]
  • The hosts recap the show, joke about social media run-ins (including Martina Navratilova’s “psycho lib” behavior), reference upcoming Thanksgiving family fights, and again promote audience participation for their year-end highlight episode.

Notable Quotes & Memorable Moments

• “Now everyone’s clapping because the dead guy isn’t dead yet.” – Michael Duncan [04:12]
• “It’s a larp. It’s a bunch of people who went to Ivy League schools and they’re like, ‘I’m with the working class.’” – Michael Duncan [08:31]
• “If we can’t beat these people like a drum everywhere...listen to what these people are doing.” – Josh Holmes [09:51]
• “There’s a patronizing component to it...like, ‘I know a black person.’” – Smug [27:12]
• “It’s not thinly veiled antisemitism. It’s just straight up anti-Semitism, which apparently is very in vogue.” – Josh Holmes [31:55]
• “If it’s too far for Stephen Miller, it’s too far for Katie Miller.” – Katie Miller [62:32]

Timestamps for Important Segments

• Biden Restaurant Visit / Symbolism – [02:24 – 04:31]
• DNC Staff Union Backlash – [05:07 – 21:43]
• Jasmine Crockett, Voting Machine Theories – [23:12 – 28:01]
• Jack Schlossberg/Kennedy Dynasty Antics – [28:19 – 36:21]
• Listener Mail / Dem Civil War – [36:21 – 41:13]
• Spider Cave Variety Segment – [41:13 – 47:58]
• Katie Miller Interview – [48:06 – 72:54]
• Wrap-Up, Next Episode Promo – [72:56 – End]

Tone & Style

The episode is brashly comic, with a relentless, irreverent conservatism. The hosts employ frequent sarcasm, cultural references, and inside jokes. Their critiques are often delivered through extended analogies and personal anecdotes. The Katie Miller interview provides a more earnest, reflective interlude, while still maintaining the overall conversational and sardonic tone of the show.

Summary

“Democrats Are Weaker Than You Think” is a wide-ranging, satirical roast of the Democratic Party’s current woes. Through a mix of sharp commentary, comedic flair, and news analysis, the Ruthless crew lampoon the party’s leadership, staff revolts, and alarmingly odd emerging candidates. The episode also delivers a substantive interview with a major conservative media figure and closes with their signature variety banter and audience engagement. The show is both scathing and rollicking, accessible for listeners—conservative or otherwise—who want to understand the latest right-wing critiques of the Democratic Party and modern progressive culture.