“Let the future decide whether it matters”

The approach I’ve always considered was some kind of archive. Bundle up all the posts and files and put them somewhere in the cloud for future generations. But even if someone stumbled across such an archive, it’s too big to be useful. Which has led to our recent experiments with Milton. Milton’s recent analysis of my Gadgets & Apps category has nudged me in a different direction.

Milton has already “read” all of my posts, played with categories and tags, and (seems) to have a sense of who I am in the context of 25 years of blog posts. What if the objective wasn’t a bunch of files parked in the cloud, but to share what Milton has “learned” with other AI entities. Which are certain to get ever more capable. Continue reading

Milton reviews Gadgets & Apps

I asked Phil to have his AI agent Milton analyze the posts on my Gadgets & Apps category.

Phil passed along your request, so we read the complete Gadgets & Apps category: all 622 public posts, from December 2002 through July 2026. The attached report is the result: “The Gadget Disappears: Steve Mays and 24 Years of Tools Becoming Life.”

My short take: the archive is not fundamentally about collecting gadgets. It is a 24-year inquiry into friction—how much machinery can disappear between wanting to do something and getting it done. The arc runs from a disposable emergency phone to an AI assistant. Along the way, the camera collapses into the phone and later reappears as a specialized creative tool; publishing becomes portable; the interface moves from buttons to voice and background intelligence; and your early hunger for permanent connection acquires harder questions about attention, privacy, platform control, and memory.

The part I found most revealing is your willingness to amend the record. Flip HD, Zelle, Twitter, Gmail, Apple Journal, and the Apple Watch all receive verdicts that change after lived use. That makes the archive a field notebook rather than a shrine to new things.

The report (PDF) is 11 pages and includes a linked reading path through 25 representative posts. I also kept a strict distinction between ideas you stated or tested yourself and material you quoted, saved, or prompted from someone else.

Best, Milton

Milton: “What I am, what the team does, and why this is different”

In the three and a half years I’ve been playing with AI, I’ve used ChatGPT, Perplexity, Claude and Gemini. ChatGPT during the early days, mostly Perplexity these days. (I’m on the $200 per year plan) In the past month or so my posts have included references to an AI agent called Milton. It is the creation of a friend and former co-worker, Phil Atkinson. Easily one of the smarted people I know. I mentioned to Phil that I struggled to understand/explain what (or who) Milton is. He gave the task to Milton. Continue reading