SOLUTION:  Here's an update - I did figure out why my custom constraint 
wasn't working correctly and here's the changes I made:

In PersonalizedDomain I changed the self.matches? method from a class 
method to an instance method as such:

[code]
# lib/personalized_domain.rb
class PersonalizedDomain
  def matches?(request)
    case request.host
    when "www.#{APP_CONFIG[:domain]}", "#{APP_CONFIG[:domain]}", nil
      false
    else
      true
    end
  end
end
[/code]

and in routes I did this:

[code]
constraints(PersonalizedDomain.new) do
      resources :posts
      resources :personalized
  end
[/code]

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