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The Pragmatic Architect

Bill Skelly

My personal Substack

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Latest Issues

The Org Chart Trap

I‘ve been doing more and more consulting around AI implementation the past few weeks as I get deeper and deeper into the space. A CEO I have been working with recently asked me to come in and help him with his AI initiative. We had a great...

2 months ago
1

Claude Managed Agents shipped today. I'm already experimenting with it.

Anthropic shipped Claude Managed Agents today. I had the docs open within an hour. I’m already mapping out which of my workflows get migrated this week.

So before I write another word, let me put something on the table. If you’re reading t...

2 months ago
6
5

The Argument You Can't Win

A colleague was sitting next to me last week while I worked through a problem with Morgan, one of the AI assistants I use most days. We were going back and forth on an idea ... me throwing out half-formed thoughts, Morgan synthesizing them...

2 months ago
1

My AI Agent Offered to Help Set Up for a Wedding

Last week, one of my agents caught an email thread about the weather for the upcoming wedding of a friend’s son. While the old saws say that rain on a wedding day is good luck, it sure doesn’t feel that way when its for your own son. And th...

2 months ago
1

The Pilot Trap: Why 50% of AI Projects Go Nowhere

I had a conversation recently that stopped me cold.

A smart executive - a friend of mine who runs a local business - told me their company had been running an AI pilot for six months. I asked what it was doing. There was a pause. Then: “Ho...

2 months ago
2

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