(CkPython) Send Email with Multiple Reply-To Addresses

Send email with multiple repy-to addresses.

Note: Some mail servers will remove the extra email addresses from the Reply-To header. Even if you provide multiple reply-to addresses, the email may arrive with only the 1st.

Chilkat Python Downloads install with pip pip3 install chilkat or download... Python Module for Windows, MacOS, Linux, Alpine Linux, Solaris

import sys
import chilkat

# This example requires the Chilkat API to have been previously unlocked.
# See Global Unlock Sample for sample code.

mailman = chilkat.CkMailMan()

mailman.put_SmtpHost("smtp.my_mail_server.com")
mailman.put_SmtpUsername("myUsername")
mailman.put_SmtpPassword("myPassword")
mailman.put_SmtpPort(465)
mailman.put_SmtpSsl(True)

# Create a new email object
email = chilkat.CkEmail()

email.put_Subject("This is a test")
email.put_Body("This is a test")
email.put_From("Joe <joe@example.com>")
success = email.AddTo("Mary","mary@example2.com")

# Specify a single reply-to address, which will get replace with a list of addresses..
email.put_ReplyTo("placeholder@example.com")

# Get the email as MIME.
sbMime = chilkat.CkStringBuilder()
mailman.RenderToMimeSb(email,sbMime)

# Update the Reply-To MIME header with a list of email addresses.
replyToAddrs = "joe@example.com, mike@example.com"
sbMime.ReplaceAllBetween("Reply-To: ","\r\n",replyToAddrs,False)

# Examine the MIME to be sent:
print(sbMime.getAsString())

# Here's the MIME:

# MIME-Version: 1.0
# Date: Tue, 03 Sep 2024 08:18:12 -0500
# Message-ID: <D892B0E563A7A13B1F499530DE21529714EA479A@SLICE>
# Content-Type: text/plain; charset=us-ascii; format=flowed
# Content-Transfer-Encoding: 7bit
# X-Priority: 3 (Normal)
# Subject: This is a test
# From: Joe <joe@example.com>
# To: Mary <mary@example2.com>
# Reply-To: joe@example.com, mike@example.com
# 
# This is a test

# ---------
# Send the MIME...
success = mailman.SendMime("joe@example.com","mary@example2.com",sbMime.getAsString())
if (success == False):
    print(mailman.lastErrorText())
    sys.exit()

success = mailman.CloseSmtpConnection()
if (success == False):
    print("Connection to SMTP server not closed cleanly.")

print("Mail Sent!")