
Sign up to save your podcasts
Or


In this episode, Dean Charles takes a step back after the latest election and asks a simple question: is there still a middle left in America, or have we burned it to the ground?
He talks through the country’s political hangover — the same candidates, the same fights, and the same division that just keeps getting louder. From New York City’s embrace of Democratic Socialism to the growing fear among moderate Democrats, Dean wonders why so many leaders are afraid to speak up. He doesn’t buy into the idea that everything needs to be torn down to be fixed.
The conversation goes deeper than politics. Dean unpacks how social media has warped reality, creating a world where everyone looks rich, successful, and happy except you. He points out how outrage has become the internet’s main currency, where anger gets rewarded and truth doesn’t pay. He also raises alarms about artificial intelligence — how it’s moving faster than anyone expected, and how a lack of regulation could lead to something truly dangerous.
By the end, Dean reminds listeners that the real threat isn’t left or right. It’s the growing divide that keeps ordinary people from hearing each other. And if we keep letting algorithms tell us who to hate, we’ll all end up fighting over who gets to drive the car off the cliff.
In This Episode:
[00:00:00] Opening thoughts: post-election fatigue and the search for sanity
[00:01:00] Democratic Socialism and New York’s new direction
[00:03:00] The illusion of fairness vs. the cost of socialism
[00:05:00] Crime, fear, and why safety defines success in cities
[00:06:00] Why moderates fear the far left — and why they shouldn’t
[00:07:30] The AI problem: innovation without regulation
[00:09:00] How social media created the illusion of prosperity
[00:10:30] The outrage economy — when hate becomes profitable
[00:12:00] Antisemitism and the cycle of outrage online
[00:13:00] The Supreme Court, tariffs, and unchecked presidential power
[00:15:00] The rise of moderates: Spanberger and Sherrill’s victories
[00:17:00] What it will take to rebuild the center
[00:19:00] The future of American cities and why New York needs to lead
[00:21:00] Final reflections: fighting for the middle before it disappears
Notable Quotes
[00:01:10] “Every election feels like a reboot nobody asked for — same cast, worse script, higher stakes.” — Dean Charles
[00:03:25] “I don’t believe in burning it all down to fix it. That’s not progress; that’s chaos.” — Dean Charles
[00:07:45] “AI might be the real monster, and nobody in Congress seems ready to face it.” — Dean Charles
[00:10:15] “Clicks, chaos, and outrage pay better than honesty — that’s the problem.” — Dean Charles
[00:21:00] “We’re all arguing over who gets to drive the car off the cliff.” — Dean Charles
Resources and Links
Between the Left and a Hard Place
Substack
YouTube
TikTok
X (formerly Twitter)
By Dean CharlesIn this episode, Dean Charles takes a step back after the latest election and asks a simple question: is there still a middle left in America, or have we burned it to the ground?
He talks through the country’s political hangover — the same candidates, the same fights, and the same division that just keeps getting louder. From New York City’s embrace of Democratic Socialism to the growing fear among moderate Democrats, Dean wonders why so many leaders are afraid to speak up. He doesn’t buy into the idea that everything needs to be torn down to be fixed.
The conversation goes deeper than politics. Dean unpacks how social media has warped reality, creating a world where everyone looks rich, successful, and happy except you. He points out how outrage has become the internet’s main currency, where anger gets rewarded and truth doesn’t pay. He also raises alarms about artificial intelligence — how it’s moving faster than anyone expected, and how a lack of regulation could lead to something truly dangerous.
By the end, Dean reminds listeners that the real threat isn’t left or right. It’s the growing divide that keeps ordinary people from hearing each other. And if we keep letting algorithms tell us who to hate, we’ll all end up fighting over who gets to drive the car off the cliff.
In This Episode:
[00:00:00] Opening thoughts: post-election fatigue and the search for sanity
[00:01:00] Democratic Socialism and New York’s new direction
[00:03:00] The illusion of fairness vs. the cost of socialism
[00:05:00] Crime, fear, and why safety defines success in cities
[00:06:00] Why moderates fear the far left — and why they shouldn’t
[00:07:30] The AI problem: innovation without regulation
[00:09:00] How social media created the illusion of prosperity
[00:10:30] The outrage economy — when hate becomes profitable
[00:12:00] Antisemitism and the cycle of outrage online
[00:13:00] The Supreme Court, tariffs, and unchecked presidential power
[00:15:00] The rise of moderates: Spanberger and Sherrill’s victories
[00:17:00] What it will take to rebuild the center
[00:19:00] The future of American cities and why New York needs to lead
[00:21:00] Final reflections: fighting for the middle before it disappears
Notable Quotes
[00:01:10] “Every election feels like a reboot nobody asked for — same cast, worse script, higher stakes.” — Dean Charles
[00:03:25] “I don’t believe in burning it all down to fix it. That’s not progress; that’s chaos.” — Dean Charles
[00:07:45] “AI might be the real monster, and nobody in Congress seems ready to face it.” — Dean Charles
[00:10:15] “Clicks, chaos, and outrage pay better than honesty — that’s the problem.” — Dean Charles
[00:21:00] “We’re all arguing over who gets to drive the car off the cliff.” — Dean Charles
Resources and Links
Between the Left and a Hard Place
Substack
YouTube
TikTok
X (formerly Twitter)