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How to Send Emails Automatically Using Python smtplib (Step-by-Step Guide)

Introduction

Automating emails is a common requirement in modern applications. Whether you want to send notifications, alerts, reports, or confirmation messages, Python provides a simple and powerful way to do this using the built-in smtplib module.

In this guide, you’ll learn how to send emails automatically using Python smtplib, including plain text emails, HTML emails, attachments, bulk sending, and common troubleshooting. This tutorial is beginner-friendly and works locally, on servers, and in Google Colab.


What Is smtplib in Python?

smtplib is a built-in Python module that allows you to send email using Python via the Simple Mail Transfer Protocol (SMTP).

✅ Built into Python
✅ No external libraries required
✅ Works with Gmail, Outlook, Office 365, Yahoo, and custom SMTP servers

This is why Smtplib Python is widely used for automation, alerts, and backend systems.


Requirements

Before starting, make sure you have:

  • Python 3.x installed
  • An email account (Gmail, Outlook, or Office 365)
  • Internet connection
  • Basic Python knowledge

No installation is required for smtplib.


Step 1: Import Required Python Modules

import smtplib
from email.mime.text import MIMEText
from email.mime.multipart import MIMEMultipart

These modules allow you to:

  • Connect to an SMTP server
  • Format structured email messages
  • Support HTML and attachments

Step 2: SMTP Server Settings (Gmail Example)

If you want to send email with Python Gmail, use the following settings:

SettingValue
SMTP Serversmtp.gmail.com
Port587
EncryptionTLS

⚠️ Gmail requires an App Password if 2FA is enabled.


Step 3: Create a Simple Text Email

sender_email = "your_email@gmail.com"
receiver_email = "receiver@example.com"
password = "your_app_password"

message = MIMEMultipart()
message["From"] = sender_email
message["To"] = receiver_email
message["Subject"] = "Automated Email from Python"

body = "Hello,\n\nThis email was sent automatically using Python smtplib."
message.attach(MIMEText(body, "plain"))

This is the foundation of Python smtplib send email functionality.


Step 4: Send Email Using smtplib

try:
    server = smtplib.SMTP("smtp.gmail.com", 587)
    server.starttls()
    server.login(sender_email, password)
    server.send_message(message)
    server.quit()
    print("Email sent successfully!")
except Exception as e:
    print("Error:", e)

✅ This answers How to automate email sending?


Step 5: Send HTML Emails with Python smtplib

html_body = """
<html>
  <body>
    <h2>Hello!</h2>
    <p>This is an <b>HTML email</b> sent using Python.</p>
  </body>
</html>
"""

message.attach(MIMEText(html_body, "html"))

✅ Useful for newsletters and styled messages.


Step 6: Python Send Email With Attachment

from email.mime.base import MIMEBase
from email import encoders

filename = "report.pdf"

with open(filename, "rb") as attachment:
    part = MIMEBase("application", "octet-stream")
    part.set_payload(attachment.read())

encoders.encode_base64(part)
part.add_header("Content-Disposition", f"attachment; filename={filename}")
message.attach(part)

✅ This fully covers Python send email with attachment.


Step 7: How to Send Bulk Emails Using Python

recipients = ["user1@example.com", "user2@example.com"]
message["To"] = ", ".join(recipients)

server.sendmail(sender_email, recipients, message.as_string())

✅ This answers How to send bulk emails using Python?
⚠️ For large campaigns, APIs are recommended.


Automating Email Sending

You can automate email sending using:

  • Cron jobs (Linux)
  • Windows Task Scheduler
  • CI/CD pipelines
  • Monitoring scripts

✅ This directly supports How to automate email sending?


Outlook & Office 365 SMTP Example

To send email Python Outlook or send email with Python Office 365:

SettingValue
SMTP Serversmtp.office365.com
Port587
EncryptionTLS

✅ Works the same as Gmail with minor configuration changes.


Common Errors and How to Fix Them

SMTPAuthenticationError

✅ Use App Passwords
✅ Enable TLS
✅ Verify credentials


Connection unexpectedly closed

✅ Fix with:

server.ehlo()
server.starttls()
server.ehlo()

Security Best Practices

✅ Never hardcode passwords
✅ Use environment variables
✅ Use TLS encryption
✅ Limit email frequency


smtplib vs Email APIs

FeaturesmtplibAPIs
Built-in
Easy setup
Bulk sending
Analytics

✅ People Also Search For (SEO Section)

  • Send email using Python
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  • Smtplib Python
  • Send email with Python Gmail
  • Send email Python Outlook
  • Send email with Python Office 365
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  • How to automate email sending?
  • How to send bulk emails using Python?

⚠️ Important Clarifications

  • How to send email without SMTP server in Python?
    ❌ Not possible. Email delivery always requires SMTP.
  • Python send email without SMTP server
    ❌ Common misconception.
  • Can I use AI to automate emails?
    ✅ Yes. AI can generate content, while Python sends it.

Real-World Use Cases

  • System alerts
  • Password resets
  • Reports
  • Monitoring notifications
  • Feedback collection
  • Automated workflows

Conclusion

Learning how to send emails automatically using Python smtplib gives you full control over email automation without relying on paid services. It’s reliable, secure, and ideal for backend systems, scripts, and monitoring tools.


Frequently Asked Questions (FAQ)

1. Is smtplib built into Python?

Yes, it comes with Python.

2. Can I send email using Python Gmail?

Yes, using Gmail SMTP and App Passwords.

3. Can Python send emails with attachments?

Yes, using MIMEBase.

4. Can I send bulk emails?

Yes, but APIs are better for large volumes.

5. Can I use this in Google Colab?

Yes, internet access is required.

6. Can I automate emails?

Yes, using schedulers and scripts.

7. Is smtplib secure?

Yes, when used with TLS.

8. Can I send emails from Outlook or Office 365?

Yes, fully supported.


Categories: Python

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