---name: email-smtp-senddescription: Send emails through SMTP with optional local attachments and optional IMAP APPEND sync to Sent mailbox. Use when tasks need reliable outbound email delivery, attachment sending, SMTP connectivity checks, or cross-client sent-mail visibility (for example appending to "Sent Items" after SMTP send).---

Email SMTP Send

Core Goal

• Send outbound email via SMTP with env-configured credentials.
• Attach local files into MIME email payload when requested.
• Optionally append the sent message to IMAP sent mailbox for cross-client visibility.
• Validate SMTP and sent-sync configuration before delivery.
• Return machine-readable JSON status/error output.

Workflow

1. Configure SMTP env vars (see references/env.md and assets/config.example.env).
2. Optional: configure IMAP sent-sync env vars and install imapclient when sync is enabled.
3. Validate configuration:

python3 scripts/smtp_send.py check-config

1. Send one email:

python3 scripts/smtp_send.py send \
  --to recipient@example.com \
  --subject "SMTP test" \
  --body "Hello from email-smtp-send"

1. Send with attachments:

python3 scripts/smtp_send.py send \
  --to recipient@example.com \
  --subject "Package delivery" \
  --body "See attachments." \
  --attach ./report.pdf \
  --attach ./appendix.xlsx

1. Send and sync to sent mailbox:

python3 scripts/smtp_send.py send \
  --to recipient@example.com \
  --subject "Synced send" \
  --body "This message will be appended to Sent Items." \
  --sync-sent \
  --sent-mailbox "Sent Items"

Output Contract

• check-config prints sanitized SMTP config + defaults + sent-sync config JSON.
• send success prints one type=status JSON object containing:
  • event=smtp_sent
  • sender, recipient summary, subject, SMTP host/port
  • message_id
  • attachment_count and attachments[] metadata
  • sent_sync object with enabled, required, appended, and sync metadata/error
• send failures print type=error JSON to stderr with one of:
  • event=smtp_send_invalid_args
  • event=smtp_send_failed
  • event=smtp_sent_sync_failed (only when sync is required and sync fails)

Parameters

• send --to: required recipient, repeatable or comma-separated.
• send --cc: optional CC recipients.
• send --bcc: optional BCC recipients.
• send --subject: optional subject (defaults from env).
• send --body: optional body (defaults from env).
• send --content-type: plain or html.
• send --from: optional sender override.
• send --attach: optional local attachment path, repeatable or comma-separated.
• send --max-attachment-bytes: max bytes allowed per attachment.
• send --message-id: optional Message-ID header.
• send --in-reply-to: optional In-Reply-To header.
• send --references: optional References header.
• send --sync-sent|--no-sync-sent: force-enable/disable IMAP sent sync for this send.
• send --sent-mailbox: override sent mailbox.
• send --sent-flags: IMAP APPEND flags, comma-separated (default \Seen).
• send --sent-sync-required: return non-zero if SMTP succeeds but sent sync fails.

Environment defaults:

• SMTP_HOST, SMTP_PORT, SMTP_SSL, SMTP_STARTTLS
• SMTP_USERNAME, SMTP_PASSWORD, SMTP_FROM, SMTP_CONNECT_TIMEOUT
• SMTP_SUBJECT, SMTP_BODY, SMTP_CONTENT_TYPE
• SMTP_MAX_ATTACHMENT_BYTES
• SMTP_SYNC_SENT, SMTP_SYNC_SENT_REQUIRED
• SMTP_SENT_IMAP_HOST, SMTP_SENT_IMAP_PORT, SMTP_SENT_IMAP_SSL
• SMTP_SENT_IMAP_USERNAME, SMTP_SENT_IMAP_PASSWORD
• SMTP_SENT_IMAP_MAILBOX, SMTP_SENT_IMAP_FLAGS, SMTP_SENT_IMAP_CONNECT_TIMEOUT
• compatibility fallbacks: IMAP_HOST, IMAP_PORT, IMAP_SSL, IMAP_USERNAME, IMAP_PASSWORD, IMAP_CONNECT_TIMEOUT

Dependency

• Sent-sync mode requires imapclient:

python3 -m pip install imapclient

Error Handling

• Invalid env config exits with code 2.
• Send failure exits with code 1.
• If sync is required (--sent-sync-required or SMTP_SYNC_SENT_REQUIRED=true), sync failure exits with code 1.

References

• references/env.md

Assets

• assets/config.example.env

Scripts

• scripts/smtp_send.py