weekend ai reads for 2026-05-08

šŸ“° ABOVE THE FOLD: THE GREAT DILUTION

Does good AI content exist? — How AI content is colonizing online spaces, and a selection of stuff that rises above the slop. / Ex Research (22 minute read)

ā€˜Podslop’ Proliferation Is Challenging the Audio Industry — Over the past nine days, 39% of new podcasts were likely AI-generated, according to the Podcast Index. / Bloomberg (2 minute read)

How Much of Substack Is Actually AI? — I analyzed thousands of posts from the top newsletters to find out how much of Substack is AI. Some of the biggest ā€œwritersā€ on Substack aren’t writing at all. / User Mag, Substack, archive (15 minute read)

Other categories that contained high levels of AI writing were more concerning. 23% of top content in the Philosophy category and 22% of top content in the Health category is partially or fully AI generated. After that, the percentages drop precipitously. 13% of writing in Culture has been shaped by AI, and only 5% in sports, 3% in food and drink, and 1% in music, according to Pangram.

Study Finds A Third of New Websites are AI-Generated — Researchers found the internet is becoming aggressively positive as AI-generated text floods the web. / www.404media (6 minute read)

Third, we directly validate that AI use is increasing in federal courts. Using a random sample of 1,600 complaints drawn from an 8-year period (2019-2026), we find that a large and growing share of complaints are flagging positive for AI-generated text, from essentially zero in the pre-AI period to more than 18% in 2026.

 

šŸ“» QUOTES OF THE WEEK

Anyway, I won, but I had to trip a guy.

Luca Clark and Luke Herzog (#24, source)

 

Strong hypotheses, human-verified. Rigorously tested.

Jeff Gothelf (source)

 

šŸ‘„ FOR EVERYONE

Getting Gooier / Venkatesh Rao, Contraptions, Substack, archive (12 minute read)

Here’s my hypothesis: because AI is perceived as a psychologically safe counterparty for human-like relationships (whether or not it actually is depending on how your favorite LLM handles your data), we are more willing to expose our gooey side to it, and suppress our pricklier instincts in engaging with it. To the extent this relational posture is successful, it amplifies the gooey side. We become gooier.

You Are Not Immune To Mode Collapse / J Bostock, Less Wrong (19 minute read)

Even when they go through with it, the outcome doesn’t tend to be fruitful—about 51% of candidates who completed an AI interview were either ghosted entirely, or are still waiting to hear back. However, it should be noted the report didn’t provide data to compare against human interviewers, who have also been known to go dark on applicants.

Markey already had 10 publications in medical journals on his rƩsumƩ, but he began emailing his top-ranked residency programs to share the update about this latest accomplishment. The shift in his fortunes was immediate, he said.

…

To Markey, it appeared to be ā€œthe first time they were seeing an application that hadn’t even come across their desk.ā€

 

šŸ“š FOUNDATIONS

How to Work and Compound with AI / Eugene Yan (14 minute read)

Every finished artifact—code, docs, analysis, decisions—becomes context for the next session. And each correction updates a config that reduces future errors. While I’m still learning, I’ve repeated my answers often enough that I’m writing it here so the next time I’m asked I can share a link instead.

10 UI Patterns That Won’t Survive the AI Shift — A practical guide with real product examples of what’s replacing them / Syntax Stream, Substack, archive (19 minute read)

Not because the patterns are broken — but because they all share the same assumption: the human is the one doing the work.

Setup wizards → from interrogation to inference

Filter sidebars → from manual specification to natural language

Search results → from ranked links to synthesized answers

Data entry forms → from transcription to confirmation

Dashboards → from metric grids to anomaly surfaces

CRUD tables → from row-by-row editing to bulk intent + diff review

FAQ pages → from article browsing to contextual AI resolution

Onboarding tours → from scheduled walkthroughs to inline explanation

Notification feeds → from chronological streams to prioritized briefings

ā€œCreate Newā€ buttons → from blank canvas to generated first draft

  • related, What a UX design portfolio looks like in 2026 — In 2026, a standout UX design portfolio goes beyond polished case studies. It showcases how you think, use AI as a creative partner, and turn ideas into real products quickly, proving your adaptability and impact in a rapidly changing field. / Everyday UX (10 minute read)

Prompt Engineering Is Permanent / Shalom Yiblet (5 minute read)

Part of today’s prompt engineering is context engineering. The model’s answer depends heavily on what you put in front of it: retrieved documents, prior messages, user preferences, account state, product rules, examples of good outputs, examples of bad outputs.

 

šŸš€ FOR LEADERS

Most Companies Aren’t Anywhere Near Ready for AI — It’s not that companies aren’t using AI: it’s that they can’t. / Daniel Miessler, Twitter, archive (6 minute read)

2026: The Year of Churn — 10 reasons I am churning software/AI contracts in 2026 / OnlyCFO’s Newsletter, Substack, archive (10 minute read)

  • our periodic reminder that we don’t necessarily agree with everything we share

2026 CEO Study: Rewiring the C-suite — The fast track to 2030 [PDF] / IBM (5 minute read)

 

šŸŽ“ FOR EDUCATORS

via everybody, SUNY’s AI Policy Has Two Strategic Blind Spots—and It’s Not Alone — SUNY’s new framework shows how higher ed AI policy can acknowledge AI while avoiding the harder questions it now raises / Phil Hill, On EdTech (12 minute read)

The accountability principle has the same vintage problem. ā€œThe ultimate accountability for work completed and actions made by, or in conjunction with, AI systems must rest with human beings.ā€ True in the abstract. Operationally meaningless when applied to systems that generate hundreds or thousands of micro-decisions inside workflows no human reviews in real time.

Will A.I. Make College Obsolete? — Americans already distrust institutions, including academia. More and more people may decide that its stamp of approval isn’t worth the cost. / Jay Caspian Kang, The New Yorker (15 minute read)

The GMAC report notes that employers expect AI-tool skills to rise sharply in relative importance over the next five years, but their current orientation is clear: they value AI as a vehicle for the development of core capabilities, not as a capability in itself.

How A.I. Killed Student Writing (and Revived It) — High school and college teachers are watching students write, in the classroom, in order to protect against the incursion of artificial intelligence. / New York Times (12 minute read)

 

šŸ“Š FOR TECHNOLOGISTS

Run a Claude Code-Style AI Agent From a USB Drive (No Install, No Trace) — A complete guide to setting up a portable AI coding agent on a USB drive that works on Windows, Mac, and Linux. / Artificially Intimidating, Substack, archive (11 minute read)

hyperresearch — The Most Powerful Deep Research Harness / jordan-gibbs, GitHub (8 minute read)

Hyperresearch turns Claude Code into a deep research agent. and currently leads the DeepResearch-Bench RACE leaderboard (benchmarked internally). A tier-adaptive 16-step pipeline produces adversarially-audited reports with full source provenance. Every fetched source lands in a persistent, searchable vault that compounds across sessions.

Check your NPM dependencies for Claude commits / Abban, GitHub Gist (3 minute read)

  • a .JS to see what Claude-generated code your code is relying on

 

šŸŽ‰ FOR FUN

  • ā€œlet there be lightā€ is a pretty good image

It combines a wearable electrode suit, smart glasses with a built-in camera, a motion-tracking layer, and a multimodal AI model capable of processing both vision and language, the same class of technology as GPT-4.1. The suit physically moves a user’s muscles in real time, adapting to whatever task is in front of them, with no pre-programmed routine required.

  • 4d geo-guesser; guess the location and the year

Flipbook is an infinite visual browser generated entirely on demand in real time.

Every ā€œpageā€ you land on is an image. Click on anything in the image and you will get a new image exploring that thing in more depth. What you see contains no HTML, no code, no specific links or fields. The entire web is just generated pixels on your screen.

  • hard to explain but fun to play with

Toothcomb — Toothcomb is an AI-powered tool for analysing and fact-checking speech in real time.

  • requires some technical know-how to install

  • sample against flat-earth theories

  • interesting disclosure: ā€œDuring development I micro-managed Claude to the point where any human developer would have resigned, and been right to do so. This felt like a genuine collaboration, and the resulting code is probably as good as if I'd written it by hand myself, but it took a lot less time to finish.ā€

 

🧿 AI-ADJACENT

Whereas F1 cars in yesteryear had a plethora of brands with ​tobacco companies at the centre, now partnerships often centre on AI and tech companies helping the teams understand datasets, while benefiting from great exposure.

 

ā‹„