sender.rb

#!/usr/bin/env ruby1.9
# -*- coding: utf-8 -*-

require 'csv'
require 'erb'
require 'kconv'
require 'net/smtp'
require 'openssl'

def post(content, config)
  smtpserver = Net::SMTP.new(config[:smtp], config[:port])

  if config[:tls]
    if RUBY_VERSION < '1.9.0'
      smtpserver.enable_tls(OpenSSL::SSL::VERIFY_NONE)
    else
      #context = OpenSSL::SSL::SSLContext.new
      #context.verify_mode = OpenSSL::SSL::VERIFY_NONE
      #smtpserver.enable_tls(nil)
      smtpserver.enable_tls
    end
  end

  message  = ""
  message << "From: TPF <#{config[:mail]}>\n"
  message << "To: #{config[:to]}\n"
  message << "Subject: #{config[:title]}\n"
  message << "\n"
  message << content + "\n"

  smtpserver.start(config[:helo], config[:id], config[:pass], :login) { |smtp|
    #smtp.send_message(message.kconv(Kconv::JIS, Kconv::UTF8), config[:mail], config[:to])
    smtp.send_message(message, config[:mail], config[:to])
  }
end

body = File.read('body.txt')
car_ = File.read('car.txt')
config = {
  :id   => '[email protected]',
  :pass => 'foobarbaz',
  :smtp => 'smtp.gmail.com',
  :helo => 'gmail.com',
  :port => 465,
  :mail => '[email protected]',
  :title => 'Title',
  :tls  => true
}
no = 1

CSV.foreach(ARGV.shift) do |row|
  car  = ''
  erb  = ERB.new(body)
  name = row[1].force_encoding('utf-8')
  config[:to] = row[2].force_encoding('utf-8')

  if row[6].force_encoding('utf-8') == 'はい'
    car = car_
  end

  post(erb.result(binding), config)
end