Ciao is a self-contained, zero-external-dependency HTTP(S) endpoint monitoring application built with Ruby on Rails 8. It schedules periodic health checks with cron syntax using the in-process rufus-scheduler, stores state in a local SQLite database, and notifies users of status changes via email or configurable webhooks (e.g., Slack, Rocket.Chat). The application also monitors TLS certificate expiration for HTTPS endpoints and sends alerts when certificates are due to expire. It provides a web UI with a dashboard, a RESTful JSON API, optional Prometheus metrics, and HTTP Basic authentication. The codebase is a standard Rails monolith with a single process for web server, scheduler, and background work, making it easy to deploy (Docker, Helm chart, or direct Ruby). The architecture is simple but effective for small-to-medium monitoring needs.