Solo developer running 14-year-old Rails app on Heroku seeks AI-powered observability stack to replace expensive Datadog ($600/month) and improve monitoring.

Developer recently adopted Claude AI for coding and bug fixes, dramatically improving productivity on mature Ruby on Rails application

Current monitoring stack uses Datadog logging (removed APM due to bloated buildpack increasing slug size from 250MB to 350MB) and recently switched from Bugsnag to Sentry to leverage AI capabilities

Main pain point: Datadog's per-line indexing pricing model discourages simple logging and combined with enterprise commitments creates significant overhead for solo operator

Tech stack includes Sidekiq, Redis, PostgreSQL, AWS Lambda/EventBridge, React/Preact, and Swift, hosted on Heroku with plans to eventually migrate off platform