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Rails Business

by Brendan Buckingham & Ryan Frisch

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Latest episodes

A CLI by Next Friday

October 8, 2026 · 43 min

DHH's Rails World keynote barely mentioned Rails, and the internet decided that meant Rails is dead. We don't buy it. Ryan took one line from the talk as a direct order and had an agent building his CLI the same day, which raises a bigger…
Andrew Atkinson

September 24, 2026 · 59 min

What do you do when the database is maxed out, the busiest day of your year is six months away, and you still don't know what's actually wrong? Andrew Atkinson joins us to talk through that exact scenario at Aura Frames - the Christmas Day…
Claude Skills, Spam, and the Last 10%

September 10, 2026 · 43 min

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…
Jesse Hanley of Bento

August 27, 2026 · 52 min

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…
Jim Remsik

August 13, 2026 · 56 min

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…

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Nate Berkopec

August 7, 2026 · 57 min

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…
Ryan Castillo

July 23, 2026 · 54 min

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…
Ernesto Tagwerker

July 9, 2026 · 53 min

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…
Colleen Schnettler and Joe Masilotti

June 25, 2026 · 57 min

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…
Rolling Your Own APM with Claude: Real Wins, Real Tradeoffs

June 11, 2026 · 39 min

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…
Scott Werner Returns

May 28, 2026 · 1 hr 1 min

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…
Is Data the Moat for Your Business?

May 14, 2026 · 43 min

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…