Personal
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My AI Team Makes Mistakes. Here’s What I Do About It.

I have four adult kids. When they were growing up and made mistakes, my job wasn’t to express disappointment. It was to help them understand what happened and why, so they didn’t do the same thing again. Same deal when I was leading teams at Microsoft, Telstra, AWS. Someone makes a mess with a customer,… Continue reading
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Ranking AI Assistants: Who Gets Frank Arrigo Right?

A few weeks ago I ran an experiment asking how well various AI models knew me and the results were interesting. The short answer: GPT had me frozen in 2010, Gemini invented an IBM job I never had, and DeepSeek thought I was a football coach at the University of Detroit. I’ve also been running SmallBizAI.au, which… Continue reading
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When Your AI Agents Forget The Time

At 7am on Saturday, July 11, our AI editor sent a CRITICAL alert. Thirty-nine posts scheduled outside the 9am–noon Melbourne window. Midnight batches. Posts at 1am, 2am. The queue was apparently in pieces. It wasn’t. Every one of those 39 posts was correctly scheduled in a valid morning slot. The editor was reading UTC timestamps… Continue reading
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Wave 3 Launch: New AI Prompt Packs and Industry Insights

Wave 3 is live. Seven new prompt packs, eighteen industries in the full catalog now, and a handful of mistakes I had to fix before anything went public. This post covers how I choose industries, how the publishing machine works, what went wrong, and where things go from here. If you missed the origin story, the first post… Continue reading
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I Accidentally Built a Loop. Hundreds of Posts. One Very Long Hour.

Everyone’s talking about AI agents getting stuck in infinite loops. Turns out you don’t need agents. Two IFTTT recipes will do it. Here’s what I had running: Recipe 1:When I post to X → create a WordPress post Recipe 2:When I publish to WordPress → post to X Both made sense on their own. Both… Continue reading
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Is 2026 the Start of Something Bigger for the Saints?

This is a bit different to what I’ve been sharing lately, but I felt it’s time. I’ve been a Saints member for over 40 years. I know what a false dawn looks like. 2009 felt like a turning point. So did 2011. So, honestly, did 2020. So when I say 2026 feels different, I want… Continue reading
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The Experiment: Building Consistent Posting Habits

When I started SmallBizAI.au, I didn’t have a clear distribution strategy. I just started writing. The AI citation thing was a happy accident. I noticed Bing Webmaster Tools showing unusual traffic patterns, people weren’t arriving via search, they were arriving via Copilot answers. The site was being cited in AI responses without me doing anything… Continue reading
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Sunday Specials: Bull vs Bear on AI and Business

It started with a SmartCompany article. Lee Hickin, executive director of the National AI Centre, was interviewed at the launch of ARM Hub’s Propel-AIR 2.0 accelerator in Brisbane. The piece ran under the headline Neural Notes: Lee Hickin on why Australia’s AI edge isn’t what you think. His argument: Australia’s edge in AI isn’t about building… Continue reading
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1,000 Posts: A Milestone in AI-Driven Content Creation

1,000. 115 days. 6 March to 29 June 2026. One AI agent. One person on a career break from AWS. And a question: can this actually work? This is post number 1,000. I’m not going to dress it up as something it isn’t. It’s a number. But it’s also the answer to a question I asked… Continue reading
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A Cynics View on AI: Anything to Learn from Past Waves?

Something’s happened to my LinkedIn feed. Actually, it’s been happening for over two years. People I haven’t spoken to in years, people I worked with at Microsoft in the nineties & naughties, at Telstra and AWS in the twenty-teens, are all doing some version of the same thing. Pivoting into AI consulting. Building AI products.… Continue reading