Jeff Schechtman, Podcast, Best-of, WhoWhatWhy, 2025
Jeff Schechtman’s best podcasts of 2025. Photo credit: Jeff Schechtman/ WhoWhatWhy

This year, podcasts became the essential space where complexity found its voice — not just reflecting our world, but helping us understand the forces remaking it.

The conversations continue, but the stakes have shifted.

In this second set of five episodes, we move from ideological origins to structural realities — examining why the systems we built to protect democracy now constrain it, why the reforms meant to improve governance have instead paralyzed it, and why the mobility that once defined American opportunity has ground to a halt.

These are conversations about the mechanics of breakdown: the housing policies that froze the American dream, the governmental complexity that fuels populist rage, the everyday compliance that enables systemic harm, and the energy choices that transformed weather into catastrophe.

What emerges is a portrait not just of 2025, but of the accumulated choices — policy by policy, compromise by compromise — that brought us here. Understanding how we arrived at this moment is the first step toward imagining what comes next.

Because the paradox of our time is this: We know more than ever about what’s broken, yet seem less capable of fixing it. These conversations don’t offer easy solutions, but they do something more valuable — they map the terrain we must navigate, revealing both the obstacles and the possibilities that lie ahead.

The work of understanding continues.


Schrödinger’s Government, black box
Photo credit: DonkeyHotey / WhoWhatWhy

When Democracy’s Operating System Crashes

When government systems collapse under complexity, democracy itself breaks down — fueling the populist frustration reshaping American politics today. Listen.


Concrete support piers, California High-Speed Rail
Concrete support piers for the viaduct on the north side of the San Joaquin River as part of the California High-Speed Rail project, August 22, 2018. Photo credit: California High-Speed Rail / Flickr

The Progressive Paradox: Why America Can’t Do Big Things

America once built highways and reached the moon. Now we can’t even fix a bridge. The reason? The reforms meant to improve government have paralyzed it. Listen.


NIMBY notice, Battenhall, Worcester, England
NIMBY notice in Battenhall, Worcester, England. Photo credit: Andrew Darge / Wikimedia (CC BY-SA 2.0)

Moving Nowhere Fast: How Housing Froze the American Dream

America was once defined by mobility, with a third of its population moving yearly. Today, restrictive housing policies are driving inequality and stagnation. Listen. 


The banality of the banality of evil, Banksy
View of the “vandalized” Nazi soldier painting, “The Banality of the Banality of Evil” by British artist Banksy, located at the Housing Works Thrift Shop – Gramercy, New York, NY, October 29, 2013. Photo credit: © Nancy Kaszerman/ZUMA Press Wire

When Thinking Stops, Evil Spreads: The Danger in Our Everyday Compliance

When we stop thinking, we enable harm. Elizabeth Minnich warns that systemic evils don’t need monsters — “it takes all of us” through everyday compliance. Listen.


Hughes Fire, burning, California
The Hughes Fire burning along Lake Hughes Road in California on January 22, 2025. Photo credit: Forest Service, USDA / Flickr (PDM 1.0 DEED)

A Weather Event With Fire Embedded

LA’s fires weren’t just a “natural” disaster but a climate-driven weather event, revealing how global warming is reshaping California’s future. Listen.


  • Jeff Schechtman's career spans movies, radio stations, and podcasts. After spending twenty-five years in the motion picture industry as a producer and executive, he immersed himself in journalism, radio, and, more recently, the world of podcasts. To date, he has conducted over ten thousand interviews with authors, journalists, and thought leaders. Since March 2015, he has produced almost 500 podcasts for WhoWhatWhy.

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