Outlook

Sending Email

# Create plain text draft
~/.claude/skills/outlook/scripts/outlook-mail.sh draft "[email protected]" "Subject" "Body text"

# Create markdown-formatted draft (converts to HTML)
~/.claude/skills/outlook/scripts/outlook-mail.sh mddraft "[email protected]" "Subject" "**Bold** and _italic_ text"

# Send a draft (use draft ID)
~/.claude/skills/outlook/scripts/outlook-mail.sh send <draft-id>

# Reply to a message (plain text - creates draft)
~/.claude/skills/outlook/scripts/outlook-mail.sh reply <message-id> "Reply body"

# Reply with markdown formatting (converts to HTML - creates draft)
~/.claude/skills/outlook/scripts/outlook-mail.sh mdreply <message-id> "**Bold** reply with _formatting_"

# Send reply draft
~/.claude/skills/outlook/scripts/outlook-mail.sh send <reply-draft-id>

# Follow up on your own sent email (chaser)
~/.claude/skills/outlook/scripts/outlook-mail.sh followup <sent-message-id>
~/.claude/skills/outlook/scripts/outlook-mail.sh followup <sent-message-id> "Custom follow-up body in **markdown**"

# Update an existing draft
~/.claude/skills/outlook/scripts/outlook-mail.sh update <draft-id> subject "New subject line"
~/.claude/skills/outlook/scripts/outlook-mail.sh update <draft-id> body "Plain text body"
~/.claude/skills/outlook/scripts/outlook-mail.sh update <draft-id> mdbody "**Markdown** body"
~/.claude/skills/outlook/scripts/outlook-mail.sh update <draft-id> to "[email protected]"
~/.claude/skills/outlook/scripts/outlook-mail.sh update <draft-id> cc "[email protected]"
~/.claude/skills/outlook/scripts/outlook-mail.sh update <draft-id> bcc "[email protected]"

# List drafts
~/.claude/skills/outlook/scripts/outlook-mail.sh drafts

Note: mddraft, mdreply, and update mdbody require pandoc for markdown conversion. Install with brew install pandoc (macOS) or apt install pandoc (Linux).

IMPORTANT: Always prefer mdreply over reply for professional emails - plain text replies look poorly formatted in Outlook.

Attachments

Reading attachments:

# List attachments on a message
~/.claude/skills/outlook/scripts/outlook-mail.sh attachments <message-id>

# Download ALL attachments to ./inbox/
~/.claude/skills/outlook/scripts/outlook-mail.sh download <message-id>

# Download specific attachment
~/.claude/skills/outlook/scripts/outlook-mail.sh download <message-id> <attachment-id>

Adding attachments to drafts:

# Add attachment to a draft (supports files up to 150MB)
~/.claude/skills/outlook/scripts/outlook-mail.sh attach <draft-id> <file-path>

Upload method is automatic based on file size:

• Small files (< 3MB): Direct base64 upload - instant
• Large files (3MB - 150MB): Chunked upload with progress indicator

Multiple attachments can be added by calling attach multiple times on the same draft.

Email Management

# Mark as read
~/.claude/skills/outlook/scripts/outlook-mail.sh markread <message-id>

# Mark as unread
~/.claude/skills/outlook/scripts/outlook-mail.sh markunread <message-id>

# Delete
~/.claude/skills/outlook/scripts/outlook-mail.sh delete <message-id>

# Archive
~/.claude/skills/outlook/scripts/outlook-mail.sh archive <message-id>

# Move to any folder (searches by name, supports nested folders)
~/.claude/skills/outlook/scripts/outlook-mail.sh move <message-id> "Projects"
~/.claude/skills/outlook/scripts/outlook-mail.sh move <message-id> "Clients/Acme"

Folder Management

# List top-level folders
~/.claude/skills/outlook/scripts/outlook-mail.sh folders

# List subfolders of a folder (default: inbox)
~/.claude/skills/outlook/scripts/outlook-mail.sh subfolders
~/.claude/skills/outlook/scripts/outlook-mail.sh subfolders "Important"

# Create a new top-level folder
~/.claude/skills/outlook/scripts/outlook-mail.sh mkdir "Projects"

# Create a subfolder under an existing folder
~/.claude/skills/outlook/scripts/outlook-mail.sh mkdir "Acme" "Clients"
~/.claude/skills/outlook/scripts/outlook-mail.sh mkdir "Urgent" inbox

# Inbox statistics (total, unread counts)
~/.claude/skills/outlook/scripts/outlook-mail.sh stats

Calendar Operations

Viewing Calendar

# Upcoming events (default 10)
~/.claude/skills/outlook/scripts/outlook-calendar.sh events

# Today's events
~/.claude/skills/outlook/scripts/outlook-calendar.sh today

# This week
~/.claude/skills/outlook/scripts/outlook-calendar.sh week

# Read event details
~/.claude/skills/outlook/scripts/outlook-calendar.sh read <event-id>

# List calendars
~/.claude/skills/outlook/scripts/outlook-calendar.sh calendars

Creating Events

# Create event (dates in YYYY-MM-DDTHH:MM format)
~/.claude/skills/outlook/scripts/outlook-calendar.sh create "Meeting subject" "2025-02-05T14:00" "2025-02-05T15:00" "Conference Room A"

# Quick 1-hour event
~/.claude/skills/outlook/scripts/outlook-calendar.sh quick "Team standup" "2025-02-05T09:00"

Availability

# Check free/busy
~/.claude/skills/outlook/scripts/outlook-calendar.sh free "2025-02-05T09:00" "2025-02-05T17:00"

Workflow: Capturing Email to Brain

When user wants to capture an email:

1. List emails to find the one to capture
2. Read the full message content
3. Check for attachments with attachments command
4. Download any attachments (goes to ./inbox/)
5. Create markdown file in brain's inbox/ directory:

# Email: [Subject]

**From:** [email protected]
**Date:** YYYY-MM-DD HH:MM
**Captured:** YYYY-MM-DD

## Content
[Email body]

## Attachments
- [[inbox/filename.pdf]] (captured)

## Notes
[User's annotations]

Workflow: Processing Email Attachments

When user wants to grab attachments from an email:

1. Find the email: inbox, search, or from commands
2. List attachments: attachments <message-id>
3. Download: download <message-id> (all) or download <message-id> <attachment-id> (specific)
4. Files land in ./inbox/ for processing
5. User allocates files to appropriate areas during review

Workflow: Sending Email

Always draft first, confirm, then send:

1. Create draft with draft or mddraft command
2. Show user the draft content
3. Wait for "send it" or change requests
4. Update draft if needed
5. Send with send command only after explicit approval

Workflow: Sending Email with Attachments

1. Create draft with draft or mddraft command
2. Add attachments with attach <draft-id> <file-path> (repeat for multiple files)
3. Show user the draft details and attached files
4. Wait for confirmation
5. Send with send command only after explicit approval

Example:

# Create draft
~/.claude/skills/outlook/scripts/outlook-mail.sh draft "[email protected]" "Q4 Report" "Please find the report attached."
# Output: Draft ID: xxxxxxxxxxxxxxxxxxxx

# Attach files (can be called multiple times)
~/.claude/skills/outlook/scripts/outlook-mail.sh attach xxxxxxxxxxxxxxxxxxxx /path/to/report.pdf
~/.claude/skills/outlook/scripts/outlook-mail.sh attach xxxxxxxxxxxxxxxxxxxx /path/to/data.xlsx

# Send after user confirms
~/.claude/skills/outlook/scripts/outlook-mail.sh send xxxxxxxxxxxxxxxxxxxx

Workflow: Sending Follow-up / Chaser Emails

When user wants to follow up on an email they sent:

1. List sent items with sent command to find the original email
2. Create follow-up with followup <sent-id> (uses default message) or provide custom body
3. Show user the draft content
4. Wait for confirmation or changes
5. Send with send command only after explicit approval

Example:

# Find the original sent email
~/.claude/skills/outlook/scripts/outlook-mail.sh sent 20

# Create follow-up draft (default body)
~/.claude/skills/outlook/scripts/outlook-mail.sh followup abc123xyz

# Or with custom message
~/.claude/skills/outlook/scripts/outlook-mail.sh followup abc123xyz "Hi, just checking in on this. Would be great to get your thoughts when you have a moment."

# Send after user confirms
~/.claude/skills/outlook/scripts/outlook-mail.sh send <draft-id>

Workflow: Creating Calendar Events

Always confirm before creating:

1. Parse user's request for: subject, start time, end time, location
2. Show proposed event details to user
3. Wait for confirmation or adjustments
4. Create event only after explicit "yes" / approval

Error Handling

• Token expired: Automatically refreshed on next call
• Permission denied: Re-run setup to re-consent
• Network error: Check connectivity, retry

Setup

If not configured, run:

~/.claude/skills/outlook/scripts/outlook-setup.sh

See references/setup.md for manual setup instructions.