Passenger does not "play well" with vanilla Pry at all. This is simply the result of the way that it works. I would recommend using pry-remote [0] if your app i

Passenger does not "play well" with vanilla Pry at all. This is simply the result of the way that it works. I would recommend using pry-remote [0] if your app is running inside of Passenger. [0] http://rubygems.org/gems/pry-remote http://rubygems.org/gems/pry-remote