SMTP Send

Send emails via SMTP with support for text, HTML formatting, and file attachments. Works with Gmail, Outlook, Yahoo, QQ Mail, 163 Mail, and any SMTP server.

Quick Start

Send a simple email:

python3 scripts/send_email.py \
  --to recipient@example.com \
  --subject "Meeting Tomorrow" \
  --body "Hi, let's meet at 2pm tomorrow."

Send HTML email:

python3 scripts/send_email.py \
  --to recipient@example.com \
  --subject "Weekly Report" \
  --body "<h1>Report</h1><p>Here are the updates...</p>" \
  --html

Send with attachments:

python3 scripts/send_email.py \
  --to recipient@example.com \
  --subject "Documents" \
  --body "Please find the attached files." \
  --attachments report.pdf,data.csv

Setup

One-time configuration required. Create ~/.smtp_config:

{
  "host": "smtp.gmail.com",
  "port": 587,
  "user": "your-email@gmail.com",
  "password": "your-app-password",
  "from": "your-email@gmail.com",
  "use_ssl": false
}

For Gmail users: Must use App Password (not regular password). See setup.md for detailed instructions on generating app passwords for Gmail, Yahoo, QQ Mail, 163 Mail, and other providers.

Alternatively, use environment variables (see setup.md).

Parameters

• --to: Recipient email address (required)
• --subject: Email subject line (required)
• --body: Email body content (required)
• --html: Send as HTML email (optional flag)
• --attachments: Comma-separated file paths (optional)

Common Patterns

User provides recipient and content

When the user says "email john@example.com about the meeting," extract the recipient and compose appropriate subject/body.

User provides only content

If the user says "send an email saying the report is ready" without specifying a recipient, ask who to send it to.

File attachments

When the user mentions "attach the file" or "send the document," use --attachments with the file path. Multiple files can be separated by commas.

HTML formatting

Use --html when the user wants formatted content (headings, lists, emphasis) or explicitly asks for HTML email.

Error Handling

Missing config: If ~/.smtp_config not found and environment variables not set, the script will print an example config and exit. Guide the user to create the config file with their SMTP settings.

Authentication failed: Usually means incorrect password or need to use app password. Direct user to setup.md for provider-specific instructions.

Missing attachments: Script warns but continues sending email without that attachment.

Connection timeout: Check SMTP host/port settings or network connectivity.

Security

• Credentials stored in ~/.smtp_config (file permissions should be 600)
• Or use environment variables for better security
• App passwords recommended over regular passwords
• Config file should not be committed to version control