smtplib.SMTPNotSupportedError: SMTP AUTH extension not supported by server

Question

I am a python newbie trying to email using Python 3.7. I am referring to the following python web page to put together my code. https://docs.python.org/3.7/library/email.examples.html I am not able to understand what is wrong. Do I have to update any settings in Outlook for the email to go through? Weird that the above documentation doesn't mention anything about my email password

    #!/usr/bin/env python3
    import smtplib
    from email.message import EmailMessage 
    body = "Hello User,\nThis is to notify you that...."
    msg = EmailMessage()
    msg.set_content(body)
    msg['Subject'] = 'Name Clash.....'
    msg['From'] = 'pukav@outlook.com'
    msg['To'] = 'iampukav@gmail.com'
    s = smtplib.SMTP('smtp-mail.outlook.com', 587)
    s.login('pukav@outlook.com', 'mypassword')
    s.send_message(msg)
    s.quit()

ERRORS:

in login "SMTP AUTH extension not supported by server."

smtplib.SMTPNotSupportedError: SMTP AUTH extension not supported by server.

Have you checked if the Outlook account needs to be configurated to accept third party smtp clients ? It's very common with gmail. Never tried with Outlook though. It could be an option like _"Allow insecure applications"_ or something like that. — francovici, Apr 22 '19 at 21:32
So far, I haven't found anything like that in Outlook. I tried using a gmail account as well and enabled the 3rd party option. But I kept getting the error "smtplib.SMTPNotSupportedError: SMTP AUTH extension not supported by server." — , Apr 23 '19 at 13:46

Hunter_71 · Answer 1 · 2020-08-26T16:45:16.210

I had the same error for Gmail server and found the solution below.
(I am not sure this solution will be perfectly shaped for Outlook)

import smtplib
from typing import List

SMTP_HOST = "smtp.gmail.com"
SMTP_PORT = 587


def send_email(from_addr: str, to_addr: List[str], subject: str) -> None:
    msg = f"From: {from_addr}\r\nTo: {','.join(to_addr)}\r\nSubject: {subject}\r\n"

    with smtplib.SMTP(host=SMTP_HOST, port=SMTP_PORT) as server:
        server.starttls()
        server.login(SMTP_USER, SMTP_PASSWORD)
        server.sendmail(from_addr, to_addr, msg)

Important note:
When using Gmail, please remember to turn on access for less secure apps

thedadams · Answer 2 · 2019-04-22T21:14:01.447

1

After creating the SMTP connection, you should login: s.login('email', 'password')

EDIT: Here is the code I have used for years. I used this to send email from a G-Suite account:

server = smtplib.SMTP_SSL(serverAddress, portNumber)
server.ehlo()
server.login(username, password)

edited Apr 22 '19 at 21:14

answered Apr 22 '19 at 20:55

thedadams

106
4

Yes, I tried doing that as well. "SMTP AUTH extension not supported by server.") smtplib.SMTPNotSupportedError: SMTP AUTH extension not supported by server. – Apr 22 '19 at 21:07
Thank you @thedadams. But, I don't think Python 3.7.3 supports SSL – Apr 22 '19 at 21:29
I said that because, it gave me the following error: AttributeError: module 'smtplib' has no attribute 'SMTP_SSL' – Apr 23 '19 at 14:23

score 1 · Answer 3 · edited Aug 29 '21 at 10:51

1

Steps:

Try this:

s = smtplib.SMTP('smtp.gmail.com', 587)
s.starttls()
s.ehlo()
s.login(username, password)

If email is ***@gmail.com

Turn this ON: https://myaccount.google.com/lesssecureapps
If email is something else (ex. ***@outlook.com), then no need to do step 2

edited Aug 29 '21 at 10:51

Gino Mempin

25,369
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answered Aug 28 '21 at 03:41

GurjasdeepSingh

13
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he did not write s.ehlo answer is to write starttls and ehlo together – GurjasdeepSingh Aug 29 '21 at 08:17

score 0 · Answer 4 · edited Dec 07 '22 at 18:26

0

This works for me!

import smtplib
    
server_365 = smtplib.SMTP('smtp.office365.com', '587')
    
server_365.ehlo('mylowercasehost')

server_365.starttls()
    
server_365.ehlo('mylowercasehost')

Reference: Office365 smtp server does not respond to ehlo() in python

edited Dec 07 '22 at 18:26

carkod

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answered Nov 23 '22 at 14:23

user15897086

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smtplib.SMTPNotSupportedError: SMTP AUTH extension not supported by server

4 Answers4