The Michael Douglas Trap: What Is Wrong with Men


Author: Andrew Keen June 25, 2025 Duration: 41:00
Podcast episode
The Michael Douglas Trap: What Is Wrong with Men

Don’t blame women. Men are failing spectacularly and it’s totally their own fault. In What Is Wrong with Men, cultural critic Jessica Crispin borrows from Michael Douglas movies to dissect how masculinity devolved from Seventies style vulnerability into today's aggressive displays of insecurity. While billionaires like Musk compulsively impregnate women and Zuckerberg learns jujitsu to feel "manly," basement-dwelling incels worship sex traffickers like Andrew Tate. The old patriarchy died in the 1980s, Crispin argues, but men refuse to adapt, expecting the world to revolve around them instead of building female-style support systems. It’s the Michael Douglas Trap. From Gordon Gekko's greed to crypto-gambling bros, modern masculinity has degenerated into a grotesque performance of insecurity—and it's getting worse.

1. Modern masculinity is trapped between dead patriarchy and refusal to adapt Crispin argues that traditional patriarchal structures collapsed in the 1980s, but men still expect the world to revolve around them instead of building new support systems like women did.

KEY QUOTE: "The world is supposed to adapt to men. Men are not supposed to adopt to the world."

2. Billionaire masculinity reveals desperate insecurity despite ultimate success Even the world's richest men obsessively seek validation through physical transformation and procreation, proving that external markers of success no longer provide masculine identity.

KEY QUOTE: "Nothing is ever enough anymore. And so that's why you see Elon Musk will never stop having children, never stop fathering children. Jeff Bezos will never have enough money to be satisfied."

3. The 1980s created a fantasy of male rejection to mask female-initiated abandonment As women initiated two-thirds of divorces, Hollywood created the "midlife crisis" narrative where men chose to leave, protecting male ego from the reality of being unwanted.

KEY QUOTE: "There was this sort of fantasy that was being created at the time of the male midlife crisis, where a kind of, you can't fire me, I quit. Fantasy was being generated."

4. Today's male influencers have inverted basic human connection into pathology The evolution from 1970s male vulnerability to Andrew Tate's misogyny represents a complete rejection of emotional intimacy and romantic love.

KEY QUOTE: "Andrew Tate does not fall in love, you know, he sexually violates, he's charged with sex trafficking... You can't hold a woman's hand, that's gay. You can have sex with women, that is gay."

5. The crisis requires material solutions, not emotional band-aids Rather than teaching boys to cry, society needs to address the gambling-based economy and lack of meaningful work that creates destructive masculine behaviors.

KEY QUOTE: "You're not gonna be able to fight against that just by learning how to cry... This is about making sure people have steady employment, making sure that people have study income, making sure the people have health care and community."

Nothing explains everything. Not even Michael Douglas movies. But just as women like setting traps, men love stumbling into them. I’m not convinced by Crispin’s reading of Hollywood movies. Men have always been making fools of themselves on screen - from Jimmy Stewart in Vertigo to the equally pathetic Douglas in Wall Street. Everything is supposed to be in crisis in America these days: from democracy to capitalism to masculinity. But if crisis means that men (or women) aren’t quite sure how to behave around the other sex, then they’ve been in crisis forever. So I’m unconvinced. No doubt because I’m in crisis. What would Michael Douglas do/think?

Keen On America is a reader-supported publication. To receive new posts and support my work, consider becoming a free or paid subscriber.



This is a public episode. If you'd like to discuss this with other subscribers or get access to bonus episodes, visit keenon.substack.com/subscribe

More episodes

Duration: 32:37
EPISODE 1621: In this KEEN ON show, Andrew talks to Lena Andrews, author of VALIANT WOMEN, about the extraordinary American servicewomen who helped win World War IILENA ANDREWS is a military analyst for the Central Intel…

Duration: 36:54
EPISODE 1619: In this KEEN ON show, Andrew talks to Ben Purkert, author of THE MEN CAN'T BE SAVED, about the fate of masculinity at a time when our jobs are destroying our soulsBen Purkert’s debut novel, The Men Can’t Be…

Duration: 52:48
EPISODE 1618: In this KEEN ON show, Andrew talks to Jeff Jarvis, the author of THE GUTTENBERG PARENTHESIS about the lessons of the age of print for our internet ageJeff Jarvis is a national leader in the development of o…

Duration: 37:58
EPISODE 1616: In this KEEN ON show, Andrew talks to Joe Allen, author of DARK AEON, about Transhumanism and the war against humanityJoe Allen has written for Chronicles, The Federalist, Human Events, The National Pulse,…

Duration: 30:39
Episode 1615: In this KEEN ON show, Andrew talks to Julian Barnes, author of ELIZABETH FINCH, about the polytheism of antiquity and how to become somebody who can pass on wisdomJulian Barnes was born in Leicester, Englan…

Duration: 37:16
EPISODE 1614: In this regular weekly show with THAT WAS THE WEEK newsletter author Keith Teare, Keith speculates on what will happen when AI acquires a memory about us Keith Teare is a Founder and CEO at SignalRank Corpo…

Duration: 29:37
Episode 1611: In this KEEN ON show, Andrew talks to Thom Hartmann, America's #1 progressive talk show host and author of THE HIDDEN HISTORY OF AMERICAN DEMOCRACY, about how Americans can rediscover humanity's ancient way…

Duration: 30:39
In this KEEN ON show, Andrew talks to Greg Mitchell, author of THE BEGINNING OR THE END, about how Hollywood learned to stop worrying and love the bombGreg Mitchell’s books include The Beginning or the End: How Hollywood…

Duration: 33:59
Episode 1609: In this KEEN ON show, Andrew talks to Sean A. Mirski, author of WE MAY DOMINATE THE WORLD, about ambition, anxiety and the rise of America as both a regional hegemon and global colossusSean A. Mirski is a l…

Duration: 40:00
Episode 1608: In this KEEN ON show, Andrew talks to Neil Howe, author of THE FOURTH TURNING IS HERE, how the seasons of history can help us overcome our current economic, political, cultural and generational crisisNeil H…

Logo
Select station
VOL