Phil Simon is probably the world's leading independent expert on workplace collaboration and tech. He is a frequent keynote speaker and the award-winning author of 14 books, most recently The Nine.
Claude
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Confidently Wrong
I asked Claude to evaluate my recent Claude Code activities. Its response infuriated me.
Announcements
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Looking for an Expert Tech Storyteller? Let's Chat.
I'm searching for my next professional challenge.
AI
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The Enshittification of ChatGPT Begins Now
Ads are just the beginning. It's a matter of whenβnot ifβOpenAI's flagship product starts to suck.
AI
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The Enshittification of Tennis Viewing: An AI Infographic
Explaining the madness that today's fans suffer when they try to watch a match.
AI
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Claude's Third Report Card
Did it bounce back from its first two substandard performances?
AI
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Proper Tools Optional: The AI Effect
I examine how today's chatbots have closed the gap between product experts and citizen developers while dropping an early MTV reference.
AI
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Claude's Second Report Card
Could the powerful AI tool improve on its most recent performance?
Macs
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An Easy Way to Keep Your Mac Apps Up to Date
This app for your apps saves you time and minimizes the security risks that dated software poses.
AI
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I Asked Claude to Grade Its Recent Performance
The AI chatbot was refreshingly honest about its jaggedness.
AI
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AI Fails as a Seinfeld Fact-Checker
Large language models continue to hallucinate when quoting iconic TV shows.
AI
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Why I'm All In on Claude
In my last post of the year, I make the case for backing this horse in the AI race.
AI
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The Case for Mundane AI
Some of the most effective ways to use these newfangled tools are decidedly unsexy.
Email
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Email Is Not a System
A few thoughts on inertia and tech based on three decades in the trenches.
Notion
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Solving the Notion Premature Notification Dilemma
Too soon? My new template solves a minor but nonetheless annoying database problem.
AI
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AI Giveth and Taketh Away
I've seen oodles of statistics on AI this year, but one about productivity stands out.
The Nine
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Black Book Friday Sale
Time to pare down my excess book inventory.
AI
π Free
The AI-Bayes Cocktail
A centuries-old mathematical formula and some new tech confirmed my hunch about a suspicious email.
AI
π Free
AI Product Feature Amnesia
A software vendor's not-so-smart companion does the unthinkable.