Add script for testing smtp

README.md

@@ -52,7 +52,15 @@ Set `PUBLIC_URL` and the `MAIL_*` values in `.env` to send recovery emails. The
 docker compose up --build -d
 ```
 
-5. Send a delivery test to an inbox you control:
+5. Confirm the SMTP connection, TLS handshake, and credentials without sending an email:
+
+```sh
+python ./scripts/check-smtp.py
+```
+
+The command prints `SMTP_CONNECTION_OK` only after the SMTP server accepts the STARTTLS connection and authenticates the configured account. It prints a clear configuration or connection error otherwise and never sends a message.
+
+6. Send a delivery test to an inbox you control:
 
 ```powershell
 .\scripts\test-smtp.ps1 -To you@example.com

TODO.md

@@ -4,7 +4,7 @@
 - [x] Local accounts, administrator approval, and TOTP MFA.
 - [x] QR-based MFA enrollment for iPhone and Android authenticators.
 - [x] Email addresses, member password changes, and expiring password-reset links.
-- [ ] Configure production SMTP credentials and verify outgoing email delivery. See the SMTP delivery steps in [README.md](README.md); complete after the test email is received.
+- [ ] Configure production SMTP credentials and verify outgoing email delivery. Run `python ./scripts/check-smtp.py`, then complete after the delivery test in [README.md](README.md) is received.
 - [ ] Run `./scripts/rotate-admin.ps1` on Windows or `sh ./scripts/rotate-admin.sh` on Linux/macOS, then sign in as `admin` and scan the new MFA QR code to complete authenticator enrollment.
 - [x] Add CSRF protection to all state-changing forms.
 - [ ] Add automated database backups and test restoration.

scripts/check-smtp.py

@@ -0,0 +1,57 @@
+#!/usr/bin/env python3
+"""Verify SMTP connectivity and authentication without sending email."""
+
+import os
+import smtplib
+import ssl
+import sys
+from pathlib import Path
+
+REQUIRED_SETTINGS = ("MAIL_HOST", "MAIL_PORT", "MAIL_USERNAME", "MAIL_PASSWORD", "MAIL_FROM")
+
+
+def load_dotenv(path):
+    if not path.is_file():
+        raise RuntimeError("Missing .env. Copy .env.example to .env and enter the SMTP settings.")
+    for line in path.read_text(encoding="utf-8").splitlines():
+        line = line.strip()
+        if not line or line.startswith("#"):
+            continue
+        key, separator, value = line.partition("=")
+        if separator and key.strip():
+            os.environ.setdefault(key.strip(), value.strip().strip('"').strip("'"))
+
+
+def main():
+    project_root = Path(__file__).resolve().parent.parent
+    load_dotenv(project_root / ".env")
+    missing = [setting for setting in REQUIRED_SETTINGS if not os.environ.get(setting)]
+    if missing:
+        raise RuntimeError(f"Missing required SMTP settings: {', '.join(missing)}")
+
+    host = os.environ["MAIL_HOST"]
+    port = int(os.environ["MAIL_PORT"])
+    username = os.environ["MAIL_USERNAME"]
+    password = os.environ["MAIL_PASSWORD"]
+    context = ssl.create_default_context()
+
+    try:
+        with smtplib.SMTP(host, port, timeout=15) as client:
+            client.ehlo()
+            client.starttls(context=context)
+            client.ehlo()
+            client.login(username, password)
+    except (OSError, smtplib.SMTPException) as error:
+        print(f"SMTP_CONNECTION_FAILED: {error}", file=sys.stderr)
+        return 1
+
+    print(f"SMTP_CONNECTION_OK: {host}:{port} authenticated as {username}")
+    return 0
+
+
+if __name__ == "__main__":
+    try:
+        raise SystemExit(main())
+    except (RuntimeError, ValueError) as error:
+        print(f"SMTP_CONFIGURATION_ERROR: {error}", file=sys.stderr)
+        raise SystemExit(2)