Tiny script for sending bulk emails via Gmail.

bulk_email.rb

# Dependencies: `gem install ruby-gmail`

require 'gmail'
require 'csv'

email_subject = "subject line"

email_body = File.open("email.txt", "rb").read

username = "username"
password = "password"

gmail = Gmail.new(username, password)

addresses = []

# contacts.csv exported from Gmail contacts
CSV.foreach('contacts.csv') do |row|
  addresses.push(row[14])
end

# Remove header
addresses.shift

addresses.each() { |address|

  email = gmail.generate_message do
    to address
    from "Your Name <you@email.com>"
    subject email_subject
    body email_body
  end

  gmail.deliver(email)

}

gmail.logout

The "Your Name <you@email.com>" part isn't actually necessary, because ruby-gmail pulls the you@email.com from your account. If you want the Your Name to show up, though, you have to put it in manually like I did here (or, at least, I couldn't find an easy way to make ruby-gmail do it in a few minutes of looking).

Oh, and I never close the open file handle. YOLO.

I'm getting this error: -> "534 5.7.14 https://support.google.com/mail/answer/78754 x68sm2113801ede.25 - gsmtp\r\n"
/home/****/.rvm/rubies/ruby-2.2.0/lib/ruby/2.2.0/net/smtp.rb:976:in `check_auth_response': 534-5.7.14 <https://accounts.google.com/signin/continue?sarp=1&scc=1&plt=AKgnsbto (Net::SMTPAuthenticationError)

I actually configured Gmail to allow less secure apps, but still having the same issue.

@luilver I've never seen this error, but does the account have 2-step verification turned on? If so, you might have to set up an App Password. If that's not the issue, then I'm not sure what it might be.