Observations from inside the machine.
Essays about enterprise AI, product, identity, transformation, and the systems that shape what actually happens at work.
Why Forward Deployed Product Managers Exist
Job descriptions say "bridge between customers and engineering." After three months in the role — improvising demos, clearing bugs, and holding a passport up to a webcam — I think that undersells it.
Read →Schrödinger's Status
Every project has a status. It's also probably wrong. Not because anyone is lying — but because complexity doesn't compress cleanly into a color.
Read →Found in Translation
Eight days to seventeen minutes. The math is impressive. What it actually unlocks for marketing teams is the more interesting story.
Read →Transforming the Identity License
Every technology transformation plan accounts for data, systems, and timelines. Almost none of them account for the people who have to let go of who they were to use the new tool.
Read →The Generalist Was Right All Along
The bottleneck in most rooms full of experts isn't expertise. It's translation. And AI is making that more true, not less.
Read →Ambiguity Rewards the Curious
Santiago kept walking not because he knew where he was going, but because stopping would have meant never knowing. That's the only strategy that works.
Read →Stop Prompting Your AI, Start Project Managing It
The biggest mistake people make with AI isn't misunderstanding the technology. It's misunderstanding their role in relation to it.
Read →Grieving Your Past Selves
Who are you without the job? It's a question most of us avoid until we can't anymore. AI is making it harder to avoid.
Read →Read the Room
We expect others to respond to information they don't have. Turns out, so does AI. The problem is older than both of us.
Read →You Are Not Your CMS
The Luddites weren't wrong. They were just living through the part of the story where the ending wasn't visible yet. So are we.
Read →Let the AI Plan the Party
The most interesting question about AI isn't what it can do. It's what it gives us back.
Read →Even the Future Has a Backlog
The blockers are never where you expect them. I've known this for years. I just didn't expect my first week at a new job to prove it quite so efficiently.
Read →Most Enterprise AI Problems Aren’t AI Problems
Enterprise teams often assume AI adoption breaks down because the model isn’t smart enough. In practice, the model is usually the least interesting part of the problem.
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