Episode 367 - Ryan Castillo

Ryan Castillo returns to the show to catch everyone up on what’s changed since his last appearance…and a lot has changed. Ryan explains why he and his co-founder moved on from their web application firewall Wafris and built Knowatoa, a platform focused on helping companies understand how their brands appear in AI-powered search. From there, the conversation expands into GEO and AI search visibility, multi-agent coding workflows, AI skills as the future of content, and when developers should or shouldn’t delegate work to AI. Chris also gets candid about Hatchbox’s recent pricing increase, the financial pressure behind the decision, and why talking directly with customers may be just as important as shipping the next feature. Hit download now! Links Chris Oliver X Andrew Mason Bluesky David Hill LinkedIn Judoscale- Remote Ruby listener gift Ryan Castillo X Ryan Castillo LinkedIn Knowatoa Wafris Hatchbox How I Use Cursor by @poteto Skills from A Smart Bear by Jason Cohen Rocky Mountain Ruby-September 28-29, 2026, Boulder, Colorado Rails World, Sept 23-24, 2026, Austin, Texas Upcoming Ruby Events Calendar Honeybadger Honeybadger is an application health monitoring tool built by developers for developers. Judoscale Make your deployments bulletproof with autoscaling that just works. Disclaimer: This post contains affiliate links. If you make a purchase, I may receive a commission at no extra cost to you. Chris Oliver X/Twitter Andrew Mason X/Twitter Jason Charnes X/Twitter