Why Tech Billionaires Are So Angry: Elon Musk and the Gilded Rage of Silicon Valley

If money is supposed to make you happy, then why do tech billionaires like Elon Musk, Peter Thiel and Marc Andreessen seem so miserably angry? That’s the question at the heart of Jacob Silverman’s new book, Gilded Rage, an expose of Silicon Valley’s angry plutocracy. The weird thing is that a lot of these billionaires behave little differently from the apoplectic lumpen commentariat on X or Reddit. Sure, they might own X, but they share all the right-wing conspiracy theories infecting the online mob - from trollish racism and anti-semitism to a bro style paranoia about female power. According to Silverman, their rage is a form of exhaustion with the world itself. These men don’t just want to own everything—they want to exit society entirely, by inventing new cities, buying private islands, and founding Martian colonies. Unlike the Gilded Age robber barons who happily built universities and libraries, today’s miserable tech elites sit in their palatial basements and rage against society. Maybe we should take away their money. It might cheer them up. 1. The Radicalization is Real and Different This isn’t just typical Silicon Valley disruption rhetoric. Silverman argues we’re witnessing an unprecedented fusion of corporate power and government under Trump, with tech CEOs like Musk acting as virtual co-candidates rather than mere donors. Unlike previous eras of money in politics, this represents CEOs directly occupying the political stage.2. Childhood Trauma Shapes Billionaire Rage Musk’s abusive upbringing in apartheid South Africa, Thiel’s grievances dating back to Stanford, and personal family conflicts (like Musk’s estrangement from his trans daughter) have profoundly shaped these men’s worldviews. Their “woke mind virus” obsession often traces directly to feeling their children have been turned against them by progressive institutions.3. The Apartheid Connection Matters The South African origins of key PayPal mafia members—Musk, Thiel, and David Sacks—isn’t coincidental. Growing up in a “highly engineered chauvinist racist society” has influenced their authoritarian instincts, comfort with hierarchy, and reactionary politics. Musk’s companies have faced multiple racial discrimination lawsuits, suggesting these patterns persist.4. They’re Literary Fundamentalists, Not Intellectuals These billionaires obsessively reference science fiction and fantasy (Musk’s Asimov fixation, Thiel’s endless Tolkien companies), but they read these works as blueprints rather than allegories. They lack humor, self-reflection, and genuine intellectual growth—Thiel still complains about the same grievances from his 1995 book “The Diversity Myth.”5. There’s No Liberal Tech Counterweight Don’t expect Tim Cook, Reid Hoffman, or other supposedly progressive tech leaders to mount serious opposition. Most are opportunists going along to get along, while others have their own scandals (Hoffman’s Epstein connections). The choice isn’t between left and right tech elites, but between an active right-wing faction and a passive center-right majority.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