Episode

450 Chili’s Is Up 500% Since 2022 Betting On Basic Tech | The Pirate Street Journal

Podcast
Christopher Lochhead Follow Your Different™
Published
Aug 12, 2026
Duration seconds
2182
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not_requested
Canonical source
https://lochhead.com/fyd-chilis-basic-tech-psj-2026/
Audio
https://media.blubrry.com/legends_and_losers/content.blubrry.com/legends_and_losers/450_FYD-Chili_s_Basic_Tech_PSJ_14_2026.mp3
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Summary

Most business coverage focuses on companies, products, and technologies. Rarely does anyone ask the more important question: what is actually happening inside the market category that makes a business win or lose? The Pirate Street Journal exists to answer exactly that question. On this episode, Christopher, Eddie, and Bri unpacked three stories that expose how business really works, starting with one of the most surprising turnarounds in the restaurant industry: Chili's is up over 500% since 2022, and the secret had nothing to do with artificial intelligence. The story of Chili's parent company Brinker International challenges nearly every assumption that modern business culture makes about technology and growth. While the broader corporate world chases AI pilots and flashy robotics programs, Chili's went the other direction. Their CIO Chris Caldwell invested in the fundamentals, and the results speak for themselves. Understanding why this worked requires looking at the deeper principles of category design and what it truly means to solve the right problem. This is just one of the topics that Pirates Christopher Lochhead, Eddie Yoon and Bri Clark discuss on this episode of Pirate Street Journal. Each week, the Category Pirates pick three headlines worth paying attention to and break down the category underneath. You’re listening to Christopher Lochhead: Follow Your Different. We are the real dialogue podcast for people with a different mind. So get your mind in a different place, and hey ho, let’s go. Chili's Bet on Basics Over Buzzwords Chili's success came from a two-year Wi-Fi overhaul across 1,200 restaurants, 23,000 iPads to replace tablets that could not hold a charge through a shift, and 9,000 kitchen touch screens. The CIO's team brainstormed dozens of AI use…