Rails Business

Jaksot

• 
  Claude Skills, Spam, and the Last 10% 10.09.2026 42min

  No guest this week — just Brendan and Ryan working through several things they've been seeing lately. Topics covered include: - Anthropic's skills: why both of us started by writing one giant skill instead of small composable ones, and why that's the same lesson object-oriented programming taught us years ago. - Where skills end and agents begin — plus a surprise from Brendan's code review setup, where the sub-agents it spun up weren't using the skill at all. - Ryan's ...
• 
  Jesse Hanley of Bento 27.08.2026 51min

  Jesse Hanley joined us from southern Japan, where he runs Bento — an email marketing and transactional email platform — as a company of one. Topics covered include: Why the bootstrapped dream now means picking big, hairy, competitive markets instead of cozy niches AI can replicate overnight.Automating entire roles with agentic "employees" — Cursor Cloud Agents and Grok Bot wired into MCPs for support, compliance, infra, finance and dev.Why most jobs are really just cron jobs, and how far one ...
• 
  Jim Remsik 13.08.2026 56min

  Jim Remsik — founder of Flagrant, Madison Ruby and the traveling XO Ruby conferences — joins us for a wide-ranging conversation. The discussion starts with the ups and downs of running a design-and-dev agency in the AI era. Topics covered include: - Why design has started outselling development at Flagrant. - Why accessibility and UX are the parts people forget, and how Flagrant's hiring process mirrors real work to surface the thing that matters most: communication. - Plus ...
• 
  Nate Berkopec 07.08.2026 56min

  Nate Berkopec (Speedshop) returns to dig into what AI actually changes about Rails performance work — and it's not what the hype says. The through-line: stop conflating understanding code with verifying it, because the real leverage is building objective, tool-callable checks an agent can loop against — N+1s, characterization tests, jemalloc — instead of shipping more unreviewed slop. Nate makes the case that the future looks like Intercom's "software factory" (tiny, automatically-verified PR...
• 
  Ryan Castillo 23.07.2026 53min

  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 pl...
• 
  Ernesto Tagwerker 09.07.2026 53min

  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 Ero...
• 
  Colleen Schnettler and Joe Masilotti 25.06.2026 57min

  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 ...
• 
  Rolling Your Own APM with Claude: Real Wins, Real Tradeoffs 11.06.2026 39min

  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...
• 
  Scott Werner Returns 28.05.2026 1t 1min

  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 cod...
• 
  Is Data the Moat for Your Business? 14.05.2026 43min

  The hosts explore whether “data is the new moat” in SaaS and argues that data alone—especially customer data—is rarely defensible as extraction and migration get easier. Instead, moats increasingly come from clear product vision, differentiated approaches, integrated systems, and how well apps enable AI and humans to interact with structured data. They contrast niche SaaS with broad platforms like HubSpot and Salesforce, discuss pricing model changes driven by AI costs (moving beyond per-seat...
• 
  Do Pull Request Reviews Still Matter in the Age of AI? 30.04.2026 39min

  The hosts once again discuss the recurring theme of AI’s impact on development workflows. They discuss various topics, including: Increased PR volume from AI-assisted coding and whether traditional pull request reviews are still necessary. Should AI be used earlier for pre-PR review and stronger CI guardrails for performance and security. What is the role of automated testing, and are they even more important as code generation accelerates?01:05 PR Reviews Under AI Load ...
• 
  Building with an AI Orchestrator Workflow 16.04.2026 29min

  In this episode, the hosts discuss building a “universal scraper” for event calendars and a new AI-assisted workflow using a long-running orchestrator.md thread. 00:12 Why Change AI Workflow 01:29 Orchestrator File Setup 04:36 How Memory Persists 07:33 Platform Constraints WSL 08:45 Git Worktrees and Isolation 12:07 Scraper Build Approach 18:26 Incremental TDD Development 20:17 Making It Truly Universal 22:39 Universal Scraper Explained 26:03 Wrap Up and Next Steps LINKS - Ryan's Website - Br...
• 
  AI Coding at Scale: Managing PR Overload, Using Claude to Stay Organized and Rethinking SaaS for an AI-First World 02.04.2026 41min

  The hosts discuss how AI-assisted coding has massively increased their output, creating a new bottleneck: cognitive load, PR review, testing, and getting work shipped. Ryan discusses splitting time between finishing near-complete work, advancing a few large architectural initiatives, and handling ongoing support. Brendan talks about his productivity system using Claude to manage his time using local markdown files to help stay on top of things. They also cover risks of AI automation, pe...
• 
  Scaling AI-Assisted Development 19.03.2026 50min

  Today we discuss lessons from our previous episode with John Nunemaker, focusing on the Conductor tool and how multi-workspace, multi-agent workflows can speed up coding and bug fixing. Brendan shares his experimenting with parallelizing six Rollbar error fixes at once by generating prompts and running them in separate Conductor workspaces. They compare this with a one-agent-at-a-time workflow and debate whether closed-loop setups (ports, databases, dependencies) could make parallel work trus...
• 
  John Nunemaker on AI Development 05.03.2026 58min

  John Nunemaker returns to discuss how fast AI tooling has changed and argues tech leaders should adopt Claude Max (defaulting to Opus), set up agent-friendly local environments, and roll that out to their teams. He shares how his company built an internal “brain” using LibreChat as a self-hosted interface, enabling non-engineers to query company data and generate insights like weekly support summaries from various sources. The conversation also covers worktrees and Conductor for parallel, iso...
• 
  Kyle Keesling 19.02.2026 47min

  In this episode, Kyle Keesling, co-owner of PASS Testing and long-time solo Rails developer, shares how PASS grew from a college web design side project into a niche software and training business for the Underground Storage Tank (UST) industry. The conversation covers why they kept the products as two apps connected by a read-only private API, what makes compliance software hard, and how they modeled flexible equipment and inspection data—evolving from STI to Rails delegated types. Kyle also...
• 
  Reflecting on Our First Year of the Podcast 05.02.2026 30min

  In this episode, the hosts reconnect after a holiday break to reflect on their podcast journey over the last year. They discuss important milestones like their one-year recording anniversary, the various episodes from the past year, and sharing their favorite moments. 00:00 Introduction and New Year Greetings 00:34 Reflecting on the First Year of Podcasting 01:57 Memorable Moments and Guest Highlights 03:51 Popular Episodes and Themes 06:38 Looking Forward: Future Topics and Guests 07:42 Bala...
• 
  Striving for Ideal Code 22.01.2026 34min

  In this episode, the hosts discuss reflect on the high-quality, maintainable code found in various videos and books and their own aspirations to emulate such coding standards. The conversation covers the challenges of maintaining good coding practices over time and under business pressures. They explore the concept of 'good enough' code based on the maturity stage of a business, and debate how AI impacts coding quality. The hosts consider how AI can assist in writing tests, potential pitfalls...
• 
  Mateus Pereira 08.01.2026 57min

  In this episode, we chat with Mateus Pereira from Ombu Labs about the nuances of Rails upgrades and how AI is revolutionizing the process. From tackling gem dependencies to client collaboration, Mateus shares valuable insights and tips for executing seamless upgrades. Perfect for developers looking to streamline their Rails projects and leverage AI tools effectively. 00:00 Introduction and Casual Chat 00:25 Meet Mateus: Senior Rails Engineer 01:29 Mateus' Journey into Programming 02:17 Joini...
• 
  Nate Berkopec 04.12.2025 53min

  In this episode, Nate Berkopec, the proprietor of Speedshop, a Ruby on Rails performance consultancy, author of several books including the Complete Guide to Rails Performance, and a maintainer of Puma, joins the podcast. Nate discusses his journey into Rails performance optimization, starting from his early career at startups and his breakthrough talk at the Gotham Ruby Conference. He outlines his 'Three S' framework—Speed, Scalability, and Stability—for tackling performance issues. The disc...