Podcast Summary: The Five
Episode: Dems Drop The Ball Trying To Drop F-Bombs
Date: October 24, 2025
Host: Sandra Smith and ensemble (Emily Compagno, Kennedy, Jesse Watters, Greg Gutfeld)
Podcast: Fox News – The Five
Episode Overview
This lively episode centers on Democratic Party struggles to outmaneuver President Trump in both messaging and public support. The hosts assess Democrats’ use of attention-grabbing rhetoric (including cursing), debate intra-party disconnects, and critique attempts to emulate Trump’s style. The group also explores topics like White House renovations, the “ballroom controversy,” crime rhetoric in Chicago, an NBA gambling bust, and lighter segments on viral news, parenting, and fan mail.
Main Discussion & Key Segments
1. Democrats' Struggles for Messaging & Identity
[00:00–07:18]
- Democrats' Popularity & Imitation of Trump: The group expresses skepticism about Democratic efforts to counter Trump by increasing social-media campaigns and using more aggressive or coarse language.
- Greg Gutfeld [01:00]: "They start using foul language...you can't use the F word seven times in one sentence. It doesn't work."
- Party Flailing & Raising Rhetoric: DNC leaders suggest that the party's only priority is to win elections, a view the hosts see as lacking in vision.
- Jesse Watters [01:38]: "The role of the Democratic Party is singular: to win elections."
- Party Base vs. Moderates: Watters notes the growing disconnect between progressive activists and moderate establishment Democrats.
- Identity politics has left Democrats unsure of their own core, lacking the authenticity that enabled Trump’s rise.
- Jesse Watters [04:55]: "The Democrats are so obsessed with identity politics. They don't know their own identity. They have to figure out who they are."
Memorable Quote
- Kennedy [05:42]: "It wouldn't matter what they did under Obama. It was cause to throw a parade... if this were President Obama who had orchestrated the Gaza peace deal, it would still be on the cover of the New York Times."
2. Trump’s Ballroom, Media Bias & White House Comparisons
[02:00–07:18]
- White House Renovations: Trump is expected to name a new White House ballroom after himself, sparking media criticism and comparisons to renovations by former Presidents.
- The group lampoons the liberal media for their outrage over the ballroom versus their praise for President Obama’s White House changes.
- Symbolic Changes: Gutfeld calls the removal of the East Wing’s symbolic "heart" indicative of the deeper shifts Trump brings to office.
- Liberal Outrage: The hosts insist legacy media’s reporting is more partisan performance than journalism.
- Greg Gutfeld [07:28]: "This so-called reporting on the ballroom would have been really great before Google... you would have done more reporting than everybody on MSNBC and CNN combined."
3. Flawed Political Mimicry and Energy of Campaigns
[07:18–12:25]
- Democrat Hopelessness: Emily Compagno ridicules Dems' defeatist tone, claiming they've already "written their own eulogy".
- Republican Messaging: Republicans are characterized as being focused on “vitality, prosperity, and actually building something.”
- Emily Compagno [10:47]: “It’s so telling... the Democrat party’s flailing right now that they’re seeing themselves as drowning... That kind of hopelessness is sending a strong message that they don’t see a future whatsoever.”
4. JB Pritzker vs. ICE & Law Enforcement
[13:28–19:30]
Governor JB Pritzker is criticized for:
- Labeling ICE agents as “racist thugs.”
- Avoiding direct engagement (e.g., declining to do an ICE ride-along).
- Simultaneously recognizing Trump’s impact at the border while demonizing law enforcement.
- Emily Compagno [15:17]: “I thought it was frankly, despicable… to come on with that smugness and dabble in his split screen politics. This is why the GOP owns competence and conviction.”
- Former Mayor Lori Lightfoot’s efforts to “dox” ICE agents and target law enforcement are condemned.
- Pam Bondi (Attorney General) threatens investigations for obstructing federal agents.
- Sandra Smith [18:22]: “He was wrong on the murder rate in that interview. He still paints a picture of a lovely lakefront in Chicago with no crime and perfectly pleasant here. He’s out of touch.”
Notable Exchange
- Greg Gutfeld rips Democrats for “never addressing problems, only keeping conversations going”
- Greg Gutfeld [19:30]: “It’s never about the result for him or for most Democrats. It’s about the process... You never get to the action.”
5. NBA Gambling Bust & Political Blame
[22:01–29:39]
- Hosts mock Stephen A. Smith for suggesting the NBA gambling sting was politically motivated by Trump.
- Greg Gutfeld [23:24]: “That may be the single dumbest thing I’ve ever heard out of anyone in modern history... We arrest people for crimes.”
- Sports Gambling & Organized Crime: Discussion shifts to the complexity of professional sports betting scandals, criminal schemes, and the role of mafia.
- Sandra Smith [28:48]: “As the indictment says, $7 million was lost over two years... I want to see where it goes next.”
- Emily Compagno warns that high-profile statements alleging bias may be used by defense attorneys to challenge prosecutions.
6. Light Topics: Parenting, Kids in Bars, & Fan Mail
[30:11–37:04]
- Ohio brewery bans kids after 7:00 PM: General consensus that it's fair for businesses to make this choice.
- Parenting in Public: Humorous asides about kids at bars, including Jesse's story about being chastised by another patron.
- Jesse Watters [31:43]: “Guy comes up to me... ‘Get your effing kids under control. This place isn’t a playground.’ And I thought he was a fan... and he wasn’t.”
- Fan Mail: Hosts reveal jobs they'd be terrible at and share embarrassing or funny celebrity encounters.
7. Good News & Closing Bits
[37:50–40:53]
- “One More Thing” shares: viral hockey fight; World Series predictions; cute rescue kitten finding a home; Parkinson’s patient able to play clarinet after surgery.
- Sandra Smith [40:31]: “Denise, we wish you the best. I think that is incredible that she could do that while they were operating.”
Notable Quotes & Memorable Moments
- Greg Gutfeld [10:47]: “Trump has opened the door for us to actually meet them where they are, on their turf. They're no longer superior to us in this cultural war. We're with them. They hate it.”
- Emily Compagno [10:47]: “They've written their own eulogy already. They're six feet under in their mind… what they have left is flailing and swearing and F bombs.”
- Sandra Smith [18:22] (on Chicago): “I come from a unique perspective, a born and raised Chicagoan... leaders like Pritzker and the mayor have destroyed that city.”
- Greg Gutfeld [23:24]: “That may be the single dumbest thing I’ve ever heard out of anyone in modern history... We arrest people for crimes.”
- Jesse Watters [31:43] (on being approached about rowdy kids): “I thought he was a fan... and he wasn’t.”
Timestamps for Significant Segments
- Democrat Messaging, Mimicking Trump’s Style: [00:52–01:19], [04:55–07:18]
- Trump Ballroom & Media Reaction: [02:00–05:25]
- Pritzker vs. ICE & Law Enforcement: [13:28–19:30]
- NBA Gambling Scandal & Political Blame: [22:01–29:39]
- Parenting & Fan Mail: [30:13–37:45]
- Uplifting/Light News & Closing: [37:50–40:53]
Tone & Style
The tone is fast-paced, sarcastic, and frequently humorous—often blending sharp political critique with banter, mockery, and tongue-in-cheek commentary. The hosts skewer both political figures and trending news, while sprinkling in relatable anecdotes and light segments, making the episode engaging and accessible even for those unfamiliar with the underlying controversies.