Pairs people up and emails them with their pair

random-white-elephant-assigner.rb

require 'net/smtp'

people = [ {
            :name => "Eric Portis",
            :email => "eric@cloudinary.com",
            :address => "1812 Obstruction Pass Rd, Olga, WA 98279"
            },
            {
              :name => "Mr Worldwide",
              :email => "mrworldwide@pitbull.party",
              :address => "Worldwide, Earth"
            }
            # etc...
          ]

givers = people.dup
getters = people.shuffle
pairs = []

# match givers to getters
while givers.length > 0
  if givers.last != getters.last
    pairs << { :giver => givers.pop, :getter => getters.pop }
  elsif givers.length == 1 # shuffling will do no good! start over!
    pairs = []
    givers = people.dup
    getters = people.shuffle
  else
    getters.shuffle!
  end
end

# send emails
pairs.each do |pair|

  giver_name = pair[:giver][:name]
  getter_name = pair[:getter][:name]
  giver_email = pair[:giver][:email]
  getter_address = pair[:getter][:address]

  message = <<MESSAGE_END
From: Eric Portis <eric.portis@gmail.com>
To: #{giver_name} <#{giver_email}>
Subject: #{giver_name}'s secret santa draw

#{giver_name}, you drew #{getter_name} out of the hat! Their address is #{getter_address}. Buy them a < $25 gift!
MESSAGE_END

  smtp = Net::SMTP.new 'smtp.gmail.com', 587
  smtp.enable_starttls
  smtp.start("localhost", "eric.portis@gmail.com", "the-code-is-open-source-but-eric's-gmail-password-isn't!", :login) do
    smtp.send_message(message, "eric.portis@gmail.com", giver_email)
  end
end