Rails Business

Ryan Castillo returns to talk about pivoting Knowatoa from an SEO play into an AI-visibility tool — and why the analytics everyone wants to track are becoming impossible to trust in an AI-search world. The back half turns into a deep dive on Ryan's AI coding workflow: skipping the Claude chat interface entirely in favor of firing off cloud agents from Cursor, letting them run unsupervised, and reviewing PRs cold instead of living in the conversation. Plus: why "throw away the code, not the plan" beats hand-holding an agent through every step, and why the AI labs have zero incentive to ever let you leave the chat.
Links:
- Knowatoa
- Ryan Castillo's X/Twitter
- Ryan Castillo's LinkedIn
- Ryan's Website
- Brendan's X/Twitter
- Brendan's Bluesky
Questions or comments, email us at railsbusinesspod@gmail.com
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Ernesto Tagwerker (FastRuby.io / OmbuLabs) returns to talk through how AI is reshaping both sides of his business — speeding up Rails upgrades while simultaneously eating into revenue, and opening a new lane in AI strategy consulting for non-technical businesses. The group digs into the messiness of AI-generated tests, mutation testing, and how to know when your tests are actually testing anything.
  01:00 FastRuby's Open Source Claude Skill for Rails Upgrades
  03:30 How AI Has Eroded (and Grown) FastRuby's Revenue
  07:00 Engineering as Marketing — Why They Open Sourced the Playbook
  10:00 The Tooling Isn't the Problem — Engineering Culture Is
  12:30 Using Claude to Write Contract Tests and Improve Coverage
  15:30 The Problem with AI-Generated Tests
  17:00 Mutation Testing Explained
  19:00 Classicist vs. Mockist — Where Claude Gets It Wrong
  23:00 Playwright for Acceptance Testing in the Development Loop
  26:00 Who Watches the Watcher?
  28:00 Staff Augmentation and AI Strategy at OmbuLabs
  31:00 Working with Non-Technical Businesses in Philadelphia
  33:30 Engagement Sizes — AI Discovery vs. Rails Upgrade Projects
  35:30 CRM Summaries and One-on-One Prep with AI
  38:30 Observability and Guardrails — How Do You Know It's Working?
  43:00 LLM as Judge
  45:00 Event Scraping — AI Makes Scrapers More Maintainable
  50:00 Ryan's Universal Scraper — Using AI to Heal, Not Replace
LINKS
- Ernesto's LinkedIn
- Ernesto's Bluesky
- FastRuby.io
- OmbuLabs
- Ryan's Website
- Brendan's X/Twitter
- Brendan's Bluesky
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Colleen Schnettler and Joe Masilotti (Permission Not Required podcast) join Ryan and Brendan to catch up on what they're each building. Joe walks through Ruby Native — his platform for getting Rails apps into the App Store without touching Xcode or writing native code — and how AI has changed his development process. Colleen shares what AI automation consulting actually looks like in practice: more process mapping and integrations work than pure AI, and why developer credibility matters in a crowded market. The group also compares notes on how they're each using AI beyond coding — for business context, client management, and personal workflows.
  00:00 Introductions
  01:00 Ruby Native — Rails to the App Store Without Xcode
  05:30 What Changes When You're the Only One Reading the Code
  08:00 AI Automation Consulting in a Crowded Market
  13:00 Beyond Content and Sales — Where AI Actually Fits
  16:00 Cowork, Skills Repos, and Dropping OpenClaw
  18:00 Joe's Three-Agent Coding Workflow
  22:00 Projects You'd Never Have Tackled Before AI
  24:30 Ruby Native vs Hotwire Native Explained
  28:00 How the Preview Workflow Works
  33:30 Leveraging Existing Networks for New Businesses
  41:00 When Automation Doesn't Need AI
  44:00 The Command Center and Second Brain Thread
  49:00 Joe's Business Context in Claude — Powerful and Dystopian
  51:30 Colleen's Personal Agents (School Emails, LinkedIn Pipeline)
  54:30 Where to Store Context — Markdown, SQLite, and Avoiding Beads
  56:00 Joe at RubyConf in July
LINKS
- Permission Not Required Podcast
- Colleen's LinkedIn
- Colleen's Email: colleen@colleen.is
- Joe's Website
- Ryan's Website
- Brendan's X/Twitter
- Brendan's Bluesky
Questions or comments, email us at railsbusinesspod@gmail.com
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Ryan and Brendan talk through the growing pains of AI-assisted development — including fatigue, increased confidence in bigger code changes, and what happens when you stop paying for expensive APM tools and just build your own. Ryan walks through how he used Claude to identify memory pressure, fix N+1 queries, and cut his Heroku costs significantly in just a few days. They also dig into the real tradeoffs: maintenance burden, over-optimization, and why you still need to understand what Claude is telling you before you run anything on a live database.
LINKS
- Ryan's Website
- Brendan's X/Twitter
- Brendan's Bluesky
Questions or comments, email us at railsbusinesspod@gmail.com
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Scott Werner (Sublayer) returns to discuss how rapidly AI and agentic coding have is changing.  The hosts and Scott dig into why niche tools are increasingly getting replicated by developers and hobbyists with "good enough" custom solutions — while complex enterprise platforms may actually have more staying power. Scott shares what he's seeing at the Artificial Ruby meetups. They also cover Stripe's "forward deployed" AI role, the reality of AI consulting, growing trust in AI-written code, and orchestration tools like Fabro for defining repeatable AI workflows.

01:03 Early Agentic Coding Days
04:49 SaaS Is Dead Debate
10:28 Enterprise vs Homegrown Systems
12:52 Forward Deployed Builders
15:20 Architects Still Matter
19:33 Personal Software vs Production
23:22 Stripe Forward Deployed AI Role
26:16 AI Adoption and Consulting Window
29:42 Games and What Software Becomes
33:20 Burnout and Pairing Lessons
36:06 Learning to Trust AI Output
38:57 Requirements Over Code Style
43:02 Multi Project AI Workflow
45:36 Software Factory Orchestration
54:40 Process Thinking and QA
56:41 Skills and Non Determinism
LINKS
- Sublayer Website
- Scott's Blog (Works on My Machine)
- Ryan's Website
- Brendan's X/Twitter
- Brendan's Bluesky
Questions or comments, email us at railsbusinesspod@gmail.com
Send us Fan Mail