iMessage Management Skill

This skill provides comprehensive Messages app interaction capabilities through command-line tools.

Available Tools

All tools are located in .claude/skills/imessage/ and use either AppleScript or direct SQLite database access to interact with the Messages app.

Database vs AppleScript Approach

• Database tools (*-db.sh): Read messages directly from the Messages SQLite database (~/Library/Messages/chat.db). More reliable and faster, supports full message history including sent messages with proper text extraction.
• AppleScript tools (original): Use AppleScript automation. Sending works reliably, but reading messages may have permission issues on some macOS systems.

Recommended: Use database tools for reading (read-messages-db.sh, check-new-messages-db.sh) and AppleScript for sending (send-message.sh, send-to-chat.sh).

1. Read Messages from Database (read-messages-db.sh) ⭐ RECOMMENDED

Read messages directly from the Messages SQLite database. This is the most reliable method for reading message history.

Usage:

# Read recent messages by phone number
.claude/skills/imessage/read-messages-db.sh "1234567890" --limit 10

# Read recent messages (all conversations)
.claude/skills/imessage/read-messages-db.sh --limit 20

Features:

• Reads both incoming and outgoing messages
• Extracts text from outgoing messages (stored in attributedBody)
• Fast and reliable
• Shows formatted timestamps
• No permission issues

2. Check New Messages from Database (check-new-messages-db.sh) ⭐ RECOMMENDED

Check for recent incoming messages from the database. Used by the iMessage auto-reply daemon.

Usage:

# Check recent messages from specific number
.claude/skills/imessage/check-new-messages-db.sh "1234567890"

# Check all recent incoming messages
.claude/skills/imessage/check-new-messages-db.sh

Output Format:

MSG_ID: <unique_hash>
ROWID: <message_id>
DATE: <readable_timestamp>
TEXT: <message_text>
FROM: <phone_number>
CHAT: <chat_identifier>
---

3. Send Message (send-message.sh) ⭐ RECOMMENDED

Send a message to a contact or phone number via AppleScript.

Usage:

# Send to contact name
.claude/skills/imessage/send-message.sh "John Doe" "Hey, how are you?"

# Send to phone number
.claude/skills/imessage/send-message.sh "+1234567890" "Message text here"

# Send with content from stdin
echo "Message content" | .claude/skills/imessage/send-message.sh "John Doe"

4. Send to Chat (send-to-chat.sh)

Send a message to a specific chat by chat identifier (useful for group chats).

Usage:

# Send to group chat
echo "Message text" | .claude/skills/imessage/send-to-chat.sh "chat123456789"

# Send directly
.claude/skills/imessage/send-to-chat.sh "chat123456789" "Message text"

5. Send File (send-file.sh)

Send images, documents, or other files via iMessage using AppleScript.

Usage:

# Send file to phone number
.claude/skills/imessage/send-file.sh "+1234567890" "/path/to/file.jpg"

# Send file to contact name
.claude/skills/imessage/send-file.sh "John Doe" "/Users/user/Desktop/image.png"

Supported file types:

• Images: JPG, PNG, HEIC, GIF
• Documents: PDF, DOCX, TXT
• Videos: MP4, MOV
• Any file type supported by iMessage

6. List Conversations (list-conversations.sh)

List recent conversations with contact names and message counts.

Usage:

# List all conversations
.claude/skills/imessage/list-conversations.sh

# List first N conversations
.claude/skills/imessage/list-conversations.sh --limit 10

7. Get Message Attachments (get-message-attachments.sh)

Retrieve and process attachments from received messages.

Usage:

# Get attachments from a specific message (use ROWID from check-new-messages-db.sh)
.claude/skills/imessage/get-message-attachments.sh <message_rowid>

Output format:

IMAGE|/path/to/output.jpg|image/jpeg|original.jpg|1024x768|125K
FILE|/path/to/file.pdf|application/pdf|document.pdf||2.3M

Features:

• Automatically converts HEIC images to JPEG
• Downscales large images to 1024px max dimension
• Saves processed images to ~/tmp/
• Preserves original files for non-image attachments

Workflow Guidelines

When building iMessage automation:

1. Reading Messages (Database Approach - Recommended)

   • Use read-messages-db.sh with phone number to see conversation history
   • Displays both incoming and outgoing messages with proper text
   • Shows clear timestamps and message direction

2. Sending Messages

   • Verify the contact name or phone number format
   • Use send-message.sh for direct messages
   • Use send-to-chat.sh for group chats
   • Confirm the message was sent successfully

3. Checking New Messages (Database Approach - Recommended)

   • Use check-new-messages-db.sh to check for recent incoming messages
   • Filter by phone number for specific contacts
   • Parse output to track which messages have been processed
   • Used by the iMessage auto-reply daemon

4. For Automated Daemons

   • Use check-new-messages-db.sh to poll for new messages
   • Track processed messages using message IDs
   • Use read-messages-db.sh to get conversation context
   • Use send-message.sh or send-to-chat.sh to send replies

Best Practices

• Contact Names: Use exact contact names as they appear in Messages
• Phone Numbers: Use full format with country code (e.g., +1234567890)
• Message Privacy: Be mindful of sensitive information in messages
• User Confirmation: Always confirm before sending messages
• Error Handling: Check for errors and inform the user
• Quoting: Always properly quote contact names and message content in bash commands

Important Notes

• All scripts require macOS with the Messages app
• Messages app must be signed in to iMessage or SMS
• AppleScript support is built into macOS
• The Messages app does not need to be open for these tools to work
• Some operations may require Full Disk Access permission in System Preferences

Troubleshooting

• If contacts aren't found, try using their phone number instead
• Check that Messages has proper permissions in System Preferences > Security & Privacy
• Ensure you're signed in to iMessage in the Messages app
• If sending fails, verify the recipient's contact information