#110: Why Your AI Keeps Making the Same Mistakes (and How to Make Corrections Stick) with Pierre Boutquin
Ever corrected your AI, then corrected it again the next week for the exact same thing? My guest spent 36 years building must-not-fail systems for two of North America's biggest banks. Today he's showing you how to make those corrections finally stick. In this conversation, recorded live at the Aligned AI Summit 2026, I'm joined by Pierre Boutquin to explore why AI keeps making the same mistakes, even when we've spent time training it. We talk about building a business brain, adding a review process that catches mistakes before they slip through, and making sure AI actually learns from our corrections instead of leaving us to fix everything ourselves. Plus, Pierre shares some surprisingly practical fixes for those annoying AI writing habits (including one word my AI just won't stop using!), how to keep your business information up to date across different tools, and why you don't need a complicated system to get started. It's all about saving time, protecting your energy, and making AI genuinely more useful for your business. 🎧 Tune in to hear: Why AI keeps repeating the same mistakes How to build a business brain that works across AI tools Creating a review process that catches and learns from errors Simple tricks for making AI writing sound more like you Where to start without overcomplicating your setup 💭 [05:52] "When I actually took the time to do the proper training on it, it was just such a different result." 💭 [16:44] "And I know that one of the hardest parts of this is, is this, is this worth the amount of time it's going to take for me to set up?" 💭 [40:44] "But you don't start driving a Ferrari, you learn to drive in a more modest car. And then later, if you want to drive at higher speeds, you can upgrade to a more expensive, fancier car." - Pierre Boutquin 🔗 Links Mentioned: Aligned AI Lab (join on a free 7-day trial) Hand It to Claude (free: see which marketing jobs other business owners handed to Claude, and get their skills) Pierre's 3 Fixes Freebie Pierre's website: CurioChat Academy ⭐️ Hand It to Claude is my free guide where 19 business owners share the sales & marketing jobs they’ve handed to Claude, with the starter prompts to copy. Free until 18th Nov. ⭐️ Join me for a bonus call inside the Aligned AI Lab on Wed 4th Nov, to help you prepare for OpenAI's custom GPT retirement. Try the Lab free for 7 days. QUICK LINKS: 👋 Join the free Quietly Ambitious community on Skool - for heart-led business owners who want to sell without the hustle-bro energy, with soulful AI support. ✨ Try the Aligned AI Lab free for 7 days - sales pages, automated flash sales, self-switching daily deals, interactive tools and quizzes... all built with AI that sounds like you. One monthly build-along at a time, with live support and a community doing it together. 🤖 Browse the Bot Shop - AI tools for course creators and coaches. From writing welcome sequences to planning flash sales to building your own AI tools. Works with Claude and ChatGPT.







