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The best Technology Criticism newsletters

8 newsletters, ranked by editorial quality and how recently they published. Looking for something more specific? Search instead.

matduggan.com· irregular· Published 2 days ago

A software engineer's blog covering hands-on lessons from building observability pipelines on ClickHouse, including the silent failure modes he encountered. It also offers personal essays and speculative writing on desktop UI design and the burden of constant smartphone connectivity.

clickhousegrafanasyslogobservabilitytmuxwindow management
mail.cyberneticforests.com· weekly· Published 18 days ago

A critical-AI newsletter that closely reads texts and current events to challenge anthropomorphic and 'rogue AI' narratives about language models and agents. It offers humanities-informed analysis of AI discourse, including close readings of the Stochastic Parrots paper and a breakdown of the OpenAI / Hugging Face hack reports.

critical aistochastic parrotsrogue aiai safetyai doomersanthropomorphism
theconvivialsociety.substack.com· weekly· Published 2 months ago

A newsletter of essays on technology, culture, and the moral life, drawing on literature, philosophy, and history. Readers get reflective critiques of AI discourse and modern technology, plus occasional archive reposts and a commonplace book of curated links and quotations.

technology and cultureai riskmedia ecologymoral lifehumanistic technology criticismessays
newcartographies.com· irregular· Published 3 months ago

Essays by Nicholas Carr on technology, media, perception and culture, mixing close cultural criticism with historical argument. Readers get long-form, reflective takes on digital media, enchantment, and the history of communication technologies.

digital mediaphone addictionsocial mediaessaysenchantmenttelegraph history
2ndbreakfast.audreywatters.com· irregular· Published 3 days ago

A long-running critical newsletter by ed-tech writer Audrey Watters examining Silicon Valley hype, venture capital storytelling, and AI, with a sharp, essayistic voice. It offers readers skeptical commentary on technology narratives and engages with recent books and critiques of the tech industry.

ed-tech criticismai refusalsilicon valley critiquedavid karpfvaporwaretechno-authoritarianism
paulkingsnorth.substack.com· weekly· Published 6 days ago

Paul Kingsnorth shares personal essays and updates on technology, faith, writing and life in Ireland, including news of his new publishing house and pilgrimage tours. Readers get reflective commentary on the Machine and AI, early Celtic Christianity, and behind-the-scenes notes from a small press.

paul kingsnorthagainst the machineai skepticismsingularityorthodox christianityceltic christianity
bloodinthemachine.com· weekly· Published 6 days ago

Brian Merchant's Blood in the Machine is a tech-critical newsletter on AI, Silicon Valley power and labor, mixing reporting, interviews and essays. Readers get analysis of fights like California's billionaire wealth tax and AI worker protections, plus critical takes on AI hype and the Luddite tradition.

ai backlashsilicon valleybillionaire taxcalifornia politicsludditestochastic parrots
sentiers.media· weekly· Published 4 days ago

Sentiers is a weekly curated newsletter that connects technology criticism, essays on AI and society, and cultural commentary, mostly by summarising and reacting to longer essays from other writers. Each issue pairs short annotated summaries of recent pieces with the author's brief, opinionated asides on what they signal about the future.

ai agentsagijames scottseeing like a statehigh modernismmetis