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America's Battle for Gen Z

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Content provided by Resolute Square. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Resolute Square or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://player.fm/legal.

Gen Z is at a political crossroads, and the battle for their votes is intensifying. In this episode Rick speaks with Gen Z political commentator Dash Dobrofsky to discuss the shifting political landscape among young voters. Dash shares his journey into political activism, the impact of social media on shaping narratives, and the growing influence of right-wing messaging on Gen Z—particularly young men. They dive into economic frustrations, media strategies, and the urgent need for Democrats to improve their branding and messaging. With insights on the future of digital political engagement and the 2028 election, this conversation sheds light on the evolving battle for young voters' attention and trust.

Timestamps:

(00:01:15) The Gen Z voice

(00:04:39) How Gen Z is processing today's politics

(00:11:39) Who can reach Gen Z?

(00:22:06) The 2028 election

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266 episodes

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America's Battle for Gen Z

Rick Wilson's The Enemies List

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Manage episode 468544200 series 3410733
Content provided by Resolute Square. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Resolute Square or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://player.fm/legal.

Gen Z is at a political crossroads, and the battle for their votes is intensifying. In this episode Rick speaks with Gen Z political commentator Dash Dobrofsky to discuss the shifting political landscape among young voters. Dash shares his journey into political activism, the impact of social media on shaping narratives, and the growing influence of right-wing messaging on Gen Z—particularly young men. They dive into economic frustrations, media strategies, and the urgent need for Democrats to improve their branding and messaging. With insights on the future of digital political engagement and the 2028 election, this conversation sheds light on the evolving battle for young voters' attention and trust.

Timestamps:

(00:01:15) The Gen Z voice

(00:04:39) How Gen Z is processing today's politics

(00:11:39) Who can reach Gen Z?

(00:22:06) The 2028 election

Follow Resolute Square:

Instagram

Twitter

TikTok

Find out more at Resolute Square

Learn more about your ad choices. Visit megaphone.fm/adchoices

  continue reading

266 episodes

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This may get some blowback, but it has to be said: This week's entry to the Enemies List are those Democratic consultants who spend millions of dollars talking at men. The crisis facing the Democratic Party isn’t just about policy—it’s about perception, narrative, and emotional connection. MAGA gives disaffected men a sense of belonging, identity, and power. Democrats give them slide decks. The party's elite consultants are disastrously out of step with the people they absolutely must reach if they ever hope to regain power and save Democracy. This is a five-alarm fire. The Democrats' performative branding in place of raw, honest storytelling grounded in shared pain and promised purpose will lose an entire generation to cynicism and extremism. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
"These people thought Epstein was the Rosetta Stone for the globalist elite cannibal pedophile ring—but the truth hits too close to home." Pam Bondi, Dan Bongino, and Kash Patel are the Three Stooges of the Pizza-Gate-Qanon-Apocalypse. They've been pretty constant figures in and around the Enemies List. But, recently, they've become pariahs not just among those of us on the pro-Democracy side, but within MAGA ranks as well—largely because of their involvement in obscuring the contents of the Jeffrey Epstein files. Once the loudest human blowhorns spreading conspiracy theories about elite pedophile rings , they now appear to be actively protecting the very circles they once claimed to expose. Their sudden pivot, particularly in light of Donald Trump’s deep and well-documented ties to Epstein, has fueled backlash from the same extremist audiences they once courted. You won't believe it, but they are, in fact, hypocrites. But that hypocrisy is grim, as it's meant to protect Trump from being implicated in one of the darkest scandals of the last twenty years. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Mike Johnson’s push to gut Medicare and Medicaid isn’t just a budgetary decision—it’s a declaration of priorities. You, my friend, are not on the priority list. Stripping health care from tens of millions to fund tax breaks for a shrinking circle of billionaires lays bare a political ideology rooted in cruelty and indifference. It’s a familiar trade: short-term power for long-term damage, justified by performative piety and cloaked in procedural gamesmanship. Mike Johnson is the reigning Enemy on the Enemies List because his ploy is so cynical, so callous, and so catastrophic to our way of life that it can only be described as evil. This episode is a double-decker! Rick takes your questions in the back half on everything from Elon Musk’s public implosion and Trump’s ongoing submission to Putin. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
House Speaker Mike Johnson is looking to blow a $4 trillion hole in the deficit, cut back on Medicare and Medicaid, and dole out billions in tax breaks to a handful of ultra-rich Americans. He’s an easy target, but that doesn’t mean we should let him off the hook. The chaos within the ranks belies a bitter truth: this budget, if enacted, would be a moral and economic calamity. It would reshape our society in ways that are hard to imagine. And Mike Johnson is the kind of guy who probably knows, but doesn’t care. He might be a mumbly little nerd, but he’s earned his spot on the Enemies List. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
"All bets are off if they start snatching judges." Judges are being threatened, civic institutions are under assault, and authoritarian tactics are becoming normalized. The right’s strategy is relentless: show up, take over, and silence dissent. Meanwhile, apathy and disengagement from the left have created a vacuum that fascists are more than willing to fill. Fighting back won’t come from Washington—it starts with showing up at the most local levels and refusing to cede ground. The time is now, people. You are the heroes of this story...if you show up. Rick takes your questions on everything from Little Marco, the new Pope, the backslide of American Democracy, and the non-doctor, non-expert Trump wants for Surgeon General. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
The Normies—the wealthy, connected conservatives who always knew better—saw exactly what Trump was and supported him anyway. Obsessed with tax cuts and terrified of Kamala Harris, they cloaked their fears in talk of markets and freedom while enabling chaos, cruelty, and economic sabotage. Their silence wasn’t ignorance—it was complicity. While Trump’s base waved flags and spread conspiracies, the Normies offered respectability to a movement they knew was dangerous. Now, with recession looming, civil norms unraveling, and the moral cost mounting, the truth is unavoidable: they made this happen. They gambled with democracy to protect their comfort, and the bill is coming due. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Rick takes audience questions, and you sent some doozies. Rick answers questions about Elon, Hegseth, George Santos - MAGA's best and brightest. But you were also wondering if these tariffs might actually be working (spoiler: no), about the legality of arresting judges, where Rick might flee to in a pinch, and...well...how Rick's doing. This is a rebroadcast - keep sending in your questions! Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Steven Miller is a well-known weirdo, anti-immigration ideologue, and is quickly becoming one of the most dangerous men to walk the Earth. For years, he's lurked in the shadows, hovering over Trump, stoking his worst impulses. But he's having a bit of a coming-out-party, as he's poised to become the National Security Advisor. He's in line for this position not because he's qualified, mind you - he's dramatically unqualified - but because of his preternatural, deep-seated feelings of hatred for non-white, non-male Americans. This 2nd term is already catastrophic. But Steven Miller will bring us into a darkness Americans aren't prepared for. Buckle up. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Pam Bondi fits a certain MAGA mold. She's blonde. She's attractive. She's blindly obedient to Trump. And she's, well, not smart . Instead of making her someone to disregard as just another make-up-slathered clown, it makes her one of the most dangerous figures on the Enemies List. This is a rebroadcast. Make sure to catch up on all the episodes you missed. The Enemies List isn't getting any shorter, folks... Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Rick takes audience questions, and you sent some doozies. Rick answers questions about Elon, Hegseth, George Santos - MAGA's best and brightest. But you were also wondering if these tariffs might actually be working (spoiler: no), about the legality of arresting judges, where Rick might flee to in a pinch, and...well...how Rick's doing. You're the best audience in the business, and curious, too. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Pete Hegseth went from being a tatted-up, Fox News weekend host with a frat-boy persona to being Secretary of Defense. It's going as well as any rational person might have expected. That is to say, according to insiders, reporting, and our own eyes and ears, it’s a disaster. His time at the Pentagon has been marked by leaked classified information, paranoia-driven purges of senior staff, and an obsession with dismantling diversity programs, even if it means erasing sacred military history. Hegseth, who has a history of alleged abuse and heavy drinking, threatens to lead the greatest military the world has ever seen over a cliff. Even MAGA allies and Republican officials can see the edge quickly approaching and are now scrambling to distance themselves from the fallout. But here's the thing: Trump is stuck with him. Find out why in this episode of the Enemies List. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Pam Bondi fits a certain MAGA mold. She's blonde. She's attractive. She's blindly obedient to Trump. And she's, well, not smart . Instead of making her someone to disregard as just another make-up-slathered clown, it makes her one of the most dangerous figures on the Enemies List. Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
Don't let them decouple Donald Trump from the economy we're about to have. In this episode, Rick goes back to #1 on the Enemies List: Donald Trump. He's giving you everything we need to defeat him...but it's up to us - and Democrats - to use it. Be sure to subscribe to Lincoln Square Media on Substack and follow us on all your favorite (or tolerated) social media platforms. Instagram Facebook TikTok Sez Us BlueSky YouTube Xitter Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
In this episode, Rick boards the F-bomb train to lead us into the unsettling world of Howard Lutnick, the billionaire CEO of Cantor Fitzgerald and Donald Trump's Secretary of Commerce - and the most hated man on Wall Street (and that's a high bar). Lutnick's MAGA superpower is his willingness to destroy the global economy and ensure abject financial misery for most Americans in exchange for kudos from his favorite special guy. Kidding aside, there is almost no cleaner parallel to the fealty authoritarian regimes require than Howard Lutnick. The damage his loyalty-over-competence approach threatens the global order, American power, and our democratic institutions. That means it also threatens your job, your financial well-being, and the future security of your family. As Rick says, Lutnick is building a temple of stupid on top of a mountain of burning tires. Be sure to subscribe to Lincoln Square Media on Substack and follow us on all your favorite (or tolerated) social media platforms. Instagram Facebook TikTok Sez Us BlueSky YouTube Xitter Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
In this episode, Rick does something a little different - a solo deep dive into someone who is actively destroying American institutions and harming citizens. Today, he breaks down the dangerous conduct of Karoline Leavitt, a key figure in the Trump administration, exposing her deceitful actions and the toxic political culture she embodies. Rick draws parallels between Leavitt's behavior and the influence of figures like Roy Cohn on Donald Trump's political strategy. The episode emphasizes the importance of holding these bad actors accountable and stresses the need for a free and inquisitive press during these turbulent times. 00:00 Introduction and New Format Announcement 02:04 Highlighting the Enemies: Carolyn Levitt 03:41 The Influence of Roy Cohn and Roger Stone 05:53 Carolyn Levitt's Media Tactics 11:40 The Hypocrisy of the Trump Administration 14:10 Conclusion: Carolyn Levitt on the Enemies List Learn more about your ad choices. Visit megaphone.fm/adchoices…
 
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