Category: newsletter
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Relative to your interests, Tuesday
The above is an excerpt from the interview with Caleb about platform as a product. He’s been on that scene since the beginning, starting at State Farm. I updated our platform as a product paper recently, so it was fun to ask him “do people still do this stuff”? ICYMI Original content published since last…
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Relative to your interests, Friday
ICYMI Original content published since last time. Running D&D with AI, Determinism First, and Workflow ROI, with Michael Rishi Forrester – Software Defined Interviews #125 – “Michael Rishi Forrester built his son a homebrew tabletop campaign with AI in the loop – 20 hours of work instead of 60 to 100 – and found out…
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Relative to your interests, Wednesday
Gemini crossed a billion users, most of them just talking to it. Eight Pulitzer winners admitted to using AI. Adobe moved its whole suite inside ChatGPT, which I think is the correct move: the stuff you can reach through an agent is the stuff you keep paying for. Also: agent skills escaping the laptop, DOGE’s…
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Relative to your interests, Friday
From: The adorable love story behind Wikipedia’s ‘high five’ photos ICYMI Original content published since last time. Shadow AI and Who Is Watching What the AI Bill Actually Looks Like People Actually Using It More Wastebook All things are possible, but this thing is more possible. AI Summaries I wanted to read these, but I…
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Relative to your interests, Thursday
From Marc Weidenbaum, June 22, 2026. ICYMI Original content published since last time. Where the Developer Day Actually Goes Theoretic charts: Only three of the eight bands move. Source: The AI productivity gap by Bjorn Roche. Juniors spend more of the day on the one thing AI speeds up, so they gain more, not less.…
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Relative to your interests, Friday
Metric Theater in AI ROI dashboards, Visa collapsing ten-person dev teams, AT&T burning a trillion tokens a month, and COBOL still running 95% of ATM transactions. Plus Kubernetes won the argument and promptly became the problem.
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How people use AI in 2026: TV, homework, the DMV
Google looked at 15 million Gemini conversations and found people mostly asking about TV, homework, and government paperwork. Work is 13.5% of it, and almost none of that is trying to automate anything. Also: what the study leaves out, which is most of enterprise AI.
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Relative to your interests, Thursday
The return of the 3 R’s!!! These were the best R’s. – “A decade ago, Pivotal published a security manifesto, a radical call to action of sorts, via a blog post that broke the glass of traditional security culture inside of enterprise IT. The premise was faster is safer, a radical departure from the calcified,…
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Relative to your interests, Wednesday
After reading many of the below and other links in elusive enterprise AI ROI, I wrote this theory on how to be successful with enterprise AI projects. It’s the usual “culture” cliché, but hopefully a little more practical than usual. Are PMs becoming irrelevant? – Once you remove the need for a bunch of “paperwork,”…
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Relative to your interests, Tuesday
I have been on vacation for a little while, in Finland for the third time. Finland feels different than the other parts of Europe I have been to. Perhaps it’s because I spent my time there in rural Finland. But it also feels like most of Finland is rural. In that way, it feels a…
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Writing for LinkedIn, Ford’s Gray Beards, and Nvidia the Lottery Winner – Related to your interests, Wednesday
Also: harness engineering teams, the Mario meeting, LinkedIn engagement data, and one million passports. By Robert Brook ICYMI From the blog since last time. DIY Platform – don’t do it – my presentation at PlatformCon 2026. The Headless Lifestyle – Software Defined Talk #579 – “Anthropic’s 18-day Fable timeout, whether AI is actually killing jobs,…
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Enterprise AI Gets Uber-ed, Smaller Models Cut Energy 90%, and Stop Building Innovation Labs – Related to your interests, Wednesday
Also: Target’s RAG pipeline, the 13-person B2B buying group, Uber on AI dev productivity, and prompt injection as role confusion. ICYMI Original content published since last time. War for Talent – Software Defined Talk #578 – “This week, we discuss Fable follow-up, Gartner’s AI Governance MQ, and the war for AI talent. Plus, Matt and…
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Ranch Dressing Crisis at the Border, the Legibility of Effort, and iPad Sadness – Related to your interests, Wednesday
Also: AI lessons from SMB banks, build vs buy redux, and the return-to-office secret. Generated by ChatGPT on June 23rd, 2026. I’ve got two speaking things this week: Today at noon, Austin time: I’m hosting a three person panel on how the Spring Framework team has been dealing with all these AI-driven problems. It has…
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Implicit Rules, Paste Special, and Grand Theft Carp – Related to your interests, Sunday
Also: the perfect length for a list, post-Christian kitsch, and the forth R. ICYMI Original content published since last time. Related to your interests AI Summaries I wanted to read these, but I didn’t make the time, so I asked the robot to summarize them.
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Elusive AI ROI, 3,611 Government Use Cases, and Storied Colors – Related to your interests, Friday
Elusive AI ROI, 3,611 federal AI use cases, and storied colors. // new links newsletter ed. // Plus Gartner says 70% of mainframe exit projects will fail, 60% of US consumers find “AI” in brand messaging a turnoff, AGENTS.md tips, PE 2.0, and the silent revolutionaries weren’t the boomers.
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Enterprise Harness Smack-Talk, Forms Don’t Love You Back, and Doing Nothing on Purpose – Related to your interests, Friday
Also: Anthropic’s 80% code claim, and Claude’s quiet enterprise share. From: Broadcom’s Investment in Spring to Combat AI-Fueled Security Challenges in the Enterprise As the chart shows, there’s been a huge jump in CVEs for Spring – this is what’s happening everywhere, you know. My work, Tanzu, has been focusing on this and has changed…
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Stochastic Smart Talk, the DIY Platform Trap, and Strategic AI Not Spending – Related to your interests, Friday
Also: hardened images everywhere, quarterly Java patch tours, Wells Fargo’s complicated employment math, and a Highgate gravestone. Related to your interests Silo busters – a unified platform needs a unified team – “This matters because it removes the structural excuse for fragmentation. When a single platform surfaces all the controls a unified team needs, there…
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Sucking Air Through Their Teeth, 50/50 success/failure, and Dell’s $43B AI Server Quarter – Related to your interests, Friday
Also: the improbable life, four years working at AWS, an AI-SDLC panel debate. Spotted by Dan Bettinger in Austin. Related to your interests Most generative AI and custom model projects will be a bust: Gartner – ‘Analyst firm Gartner thinks at least half of all generative AI projects “will overrun their budgeted costs due to…
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Good O-Rings and Bad O-Rings, the AI Efficiency Plateau, and Anti-Labor by Design – Related to your interests, Thursday
Also: Goldman’s 24x token forecast, Indian IT’s process-debt pitch, NatWest’s 35% AI-generated code, Gartner’s 84% productivity theater, vibesec. From: “AI Agents Forecast to Boost Tech Cash Flow as Usage Soars,” Goldman, May, 2026 Related to your interests ‘I’m delighted to be wrong’: Sam Altman says AI won’t lead to a ‘jobs apocalypse’ – but admits…
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CEO AI Psychosis, Information Cleaners, and Mid-century Architecture Cartoons – Related to your interests, Wednesday
Also: Zoom system-of-action, the curl deluge, the unreasonable effectiveness of HTML, behavior-first mainframes, fewer books, the meeting Ask, and the multi-agent delegation problem. Related to your interests Executives have a narrow view of AI gains – “CEOs are uniquely prone to AI psychosis because they’re sufficiently distant from the last mile of work that still…
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