~/talk

AI-assisted coding: practical lessons from small startups...

Talkat RubyConf 2026 · 2026-07-14..07-16· [ai-assisted-development, ruby]
slides:none on file

Company runs Stonehenge Rails monoliths serving 80,000 churches with a 100-person engineering team and uses Claude with per-user and per-project Claude MD files to steer behavior. Practical lessons: use plan-and-iterate for messy legacy work and plan-and-oneshot for well-known APIs (Stripe); build agents for BugSnag triage and a Rails-specialist writer + Stripe-reviewer combo; prototype an AWS Lambda via LLMs that runs but isn’t commit-ready; watch context decay around ~125k–200k tokens; use Graphify to save tokens.

AI-written summary · about

  1. 0:00Introduction
  2. 5:16Setting up with Claude
  3. 8:25Defining workflows skills and agents
  4. 9:28Leash length and SDLC
  5. 13:01Plan and oneshot vs iterate
  6. 16:11Choosing the right approach
  7. 18:56Managing context and PR reviews
  8. 21:51Agents for efficiency
  9. 24:17Real-world AI workflows
  10. 26:43Skills atrophy and coding sharp
  11. 27:46Saving tokens and costs
  12. 28:51Final thoughts
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