Logs into an smtp server using the data in the config and reads and sends HTML email

mail.cfg

[global]
server: smtp.gmail.com
port: 587
user: jaymzcd@gmail.com
password: ???????

[message]
text: /tmp/email/plain.txt
html: /tmp/email/index.html
from: jaymzcd@gmail.com
addresses: /tmp/email/users.csv
subject: Hi It's an Email From Me
replacement: ##NAME##

mailsend.py

#!/usr/bin/python2

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

def sendmails():

    cfg = ConfigParser.RawConfigParser()
    cfg.read('mail.cfg')

    txt_data = open(cfg.get('message', 'text')).read()
    html_data = open(cfg.get('message', 'html')).read()

    for row in csv.reader(open(cfg.get('message', 'addresses'))):

        to_addy = row[0]
        to_name = row[1]

        txt_data = txt_data.replace(cfg.get('message', 'replacement'), to_name)
        html_data = html_data.replace(cfg.get('message', 'replacement'), to_name)

        txt_part = MIMEText(txt_data, 'plain')
        html_part = MIMEText(html_data, 'html')

        msg = MIMEMultipart('alternative')
        msg['Subject'] = cfg.get('message', 'subject')
        msg['From'] = cfg.get('message', 'from')
        msg['To'] = to_addy

        msg.attach(txt_part)
        msg.attach(html_part)

        server = smtplib.SMTP(cfg.get('global', 'server'), cfg.get('global', 'port')) #port 465 or 587
        server.ehlo()
        server.starttls()
        server.ehlo()
        server.login(cfg.get('global', 'user'), cfg.get('global', 'password'))
        server.sendmail(cfg.get('message', 'from'), to_addy, msg.as_string())
        server.close()

if __name__=='__main__':
    sendmails()

We needed to send about 100 slightly customized emails via a gmail account. Hence this script - it should work with any smtp server though that smtplib works with and just point it at your html & text versions (I used antiword to rip out the text from a doc into a file). Put all your addressees in a csv file with "email, name" rows and then run... Job done. Quick'n'dirty python controlled mailmerge/mass sending.