
Americano Will anyone miss the Boomers?
Dec 5, 2025
Christopher Caldwell, a sharp journalist and author known for dissecting American politics, dives into the legacy of the Boomer generation. He argues that Boomers enjoyed unique privileges, leveraging both progressive policies and market freedoms, leaving younger generations with significant debt. Caldwell discusses the generational rivalry, examining Millennials' disdain for Boomers and predicts digital natives as the next cultural leaders. He also explores themes of housing inequality, immigration policies, and the curious gerontocracy at play in today’s politics.
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Power Will Jump To Digital Natives
- The boomer cultural vanguard won't simply hand power to the next 55-year-olds; it will leap to a new digital-native generation.
- Christopher Caldwell predicts early-1990s-born digital natives will form the next cultural vanguard shaping politics and norms.
The 'Boomer Circles' Meme
- Freddy Gray notes 'boomer circles' memes mark boomers as digitally inept and easy to please.
- He jokes that the generation is seen as 'digital dinosaurs' who need a red circle to know what to click.
Boomers' Demographic Dominance Shaped Policy
- Boomers held disproportionate electoral and economic power by comprising roughly 40% of voters when they matured.
- That demographic concentration let them shape laws, markets, and public investment to favor their life-cycle needs.




