Oh Dear vs Windmill

Oh Dear is an uptime and site-health monitoring service shipping a dated changelog most weeks, with each release mixing new capability, security work and fixes. The MCP server is the thread running through all of it: monitor create, update and delete arrived in May, tag groups and notification routing in June, and the August release extends it across downtime, check summaries, domain intelligence, maintenance windows, check state, status page updates, notification destinations, scheduled tasks, Broken Links, Application Health and account management. Around that sit steady monitoring improvements — consecutive-failure thresholds for sitemap alerts, raw JSON bodies in HTTP checks, better handling of out-of-order scheduled-task pings.

Two things are being built at once and they depend on each other. The MCP surface keeps widening until an assistant can run the account end to end, and the authorization model keeps being tightened to make that safe — API token scoping, permission checks on monitor-modifying tools, access controls on the new write tools, sessions invalidated on password change. Each release moves both. Underneath, the business plumbing is being tidied in public too: legacy pricing shown on the plan chooser, corrected affiliate terms, an agency-focused pricing structure, AI wizard placeholder monitors excluded from usage limits.

Expect the MCP tool surface to keep filling in the remaining corners of the product and the permission model to keep pace with it, and expect the November Slack connection deprecation already being warned about in-app to produce a migration release before then.