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Why do some Python smtplib messages deliver to Gmail spam folder?


I have a curious problem. When I send a message with the send_email1 function in my script, the message ends up in my Gmail spam folder, but when I use send_email2 it is successfully delivered to my inbox. The second message uses the legacy API, and I assume it will be deprecated at some point and that I should not use it any more.

Many thanks for the help.

import smtplib
from email.message import EmailMessage
from email.mime.text import MIMEText


def send_email1(subject: str, content: str):

    msg = EmailMessage()
    msg['From'] = sender
    msg['To'] = recipient
    msg['Subject'] = subject
    msg.set_content(content)

    with smtplib.SMTP('mysmtpserver') as s:
        s.starttls()
        s.send_message(msg)


def send_email2(subject: str, content: str):

    msg = MIMEText(content)
    msg['Subject'] = subject
    msg['From'] = sender
    msg['To'] = recipient

    with smtplib.SMTP('mysmtpserver') as s:
        s.starttls()
        s.send_message(msg)


sender="sender@abc.com"
recipient="Recipient <recipient@abc.com>"

send_email1("Test message from Pyton1", "Test message from Python script. 1")
send_email2("Test message from Pyton2", "Test message from Python script. 2")



Source: https://stackoverflow.com/questions/70607640/why-do-some-python-smtplib-messages-deliver-to-gmail-spam-folder

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