Category creation requires a specific enemy to defeat — HubSpot had outbound, Salesforce had spreadsheets. Tycoon's enemy is apparently "having employees," which describes every person on Earth who doesn't want employees. That's not a category, that's a demographic so wide it includes my dentist. | Managing a thousand AI agents in parallel sounds incredible in a demo and sounds like a support ticket nightmare on Tuesday morning. | Kitchensurfing tried advance booking — didn't work. Pivoted to on-demand — still didn't work. Shut down anyway. Tycoon's version of this is: do founders actually want to delegate core business decisions to an AI, or do they just want to feel like they could?

Sources from Lenny's Newsletter and Podcast: How to become a category pirate | Christopher Lochhead (author of Play Bigger, Niche Down, Category Pirates, more) (Podcast), Building Lovable: $10M ARR in 60 days with 15 people | Anton Osika (co-founder and CEO) (Podcast)