Overview

Son of Simon is an open-source LLM-powered personal assistant for macOS that integrates directly with native Apple applications via AppleScript — no OAuth setup or password storage needed. It connects to Mail, Calendar, Reminders, Notes, and Safari for seamless automation, along with Telegram, WhatsApp, and Microsoft Teams for messaging. Powered by your choice of Anthropic, OpenAI, or OpenRouter (100+ models), it features Spotlight file search, local file operations, web tools, a persistent memory system, and scheduled task automation via heartbeat. All authentication is handled through macOS Keychain, keeping data on-device.

Architecture: Apple Silicon, Intel

Key Features

Deep integration with Mail — search, read, send, archive, and manage attachments across accounts
Calendar and Reminders automation — create events, check schedules, set reminders
Notes integration — create, search, organize, move, and delete notes
Safari browser control — open URLs, read pages, click buttons, fill forms, take screenshots
Messaging support for Telegram, WhatsApp, and Microsoft Teams
Spotlight file search by name, content, type, or recently opened
Works with Anthropic, OpenAI, and OpenRouter — 100+ LLM models
Persistent memory system for context retention between conversations
Heartbeat feature for scheduled task automation
AppleScript-based control — no OAuth or password storage required
macOS Keychain for secure authentication
Supports AgentSkills standard and ClawHub community skills