allegro-checkpoint/skills/apple/imessage/SKILL.md

name, description, version, author, license, platforms, metadata, prerequisites

name	description	version	author	license	platforms	metadata	prerequisites
imessage	Send and receive iMessages/SMS via the imsg CLI on macOS.	1.0.0	Hermes Agent	MIT	macos	hermes tags iMessage SMS messaging macOS Apple	commands imsg

iMessage

Use imsg to read and send iMessage/SMS via macOS Messages.app.

Prerequisites

• macOS with Messages.app signed in
• Install: brew install steipete/tap/imsg
• Grant Full Disk Access for terminal (System Settings → Privacy → Full Disk Access)
• Grant Automation permission for Messages.app when prompted

When to Use

• User asks to send an iMessage or text message
• Reading iMessage conversation history
• Checking recent Messages.app chats
• Sending to phone numbers or Apple IDs

When NOT to Use

• Telegram/Discord/Slack/WhatsApp messages → use the appropriate gateway channel
• Group chat management (adding/removing members) → not supported
• Bulk/mass messaging → always confirm with user first

Quick Reference

List Chats

imsg chats --limit 10 --json

View History

# By chat ID
imsg history --chat-id 1 --limit 20 --json

# With attachments info
imsg history --chat-id 1 --limit 20 --attachments --json

Send Messages

# Text only
imsg send --to "+14155551212" --text "Hello!"

# With attachment
imsg send --to "+14155551212" --text "Check this out" --file /path/to/image.jpg

# Force iMessage or SMS
imsg send --to "+14155551212" --text "Hi" --service imessage
imsg send --to "+14155551212" --text "Hi" --service sms

Watch for New Messages

imsg watch --chat-id 1 --attachments

Service Options

• --service imessage — Force iMessage (requires recipient has iMessage)
• --service sms — Force SMS (green bubble)
• --service auto — Let Messages.app decide (default)

Rules

1. Always confirm recipient and message content before sending
2. Never send to unknown numbers without explicit user approval
3. Verify file paths exist before attaching
4. Don't spam — rate-limit yourself

Example Workflow

User: "Text mom that I'll be late"

# 1. Find mom's chat
imsg chats --limit 20 --json | jq '.[] | select(.displayName | contains("Mom"))'

# 2. Confirm with user: "Found Mom at +1555123456. Send 'I'll be late' via iMessage?"

# 3. Send after confirmation
imsg send --to "+1555123456" --text "I'll be late"