diff --git a/Gemfile b/Gemfile
index a055afd7..8f6a7402 100644
--- a/Gemfile
+++ b/Gemfile
@@ -24,7 +24,6 @@ platforms :ruby do
   gem 'therubyracer'
   gem 'redcarpet', '~> 3.1'
   gem 'pry', :require => false, :group => :development
-  gem 'pry-debugger', :require => false, :group => :development
 end
 
 platforms :jruby do
diff --git a/middleman-core/lib/middleman-core/cli/build.rb b/middleman-core/lib/middleman-core/cli/build.rb
index dde2a1b2..d2f300ec 100644
--- a/middleman-core/lib/middleman-core/cli/build.rb
+++ b/middleman-core/lib/middleman-core/cli/build.rb
@@ -1,6 +1,3 @@
-require 'middleman-core'
-require 'middleman-core/logger'
-
 require 'fileutils'
 require 'set'
 
@@ -50,6 +47,9 @@ module Middleman::Cli
         raise Thor::Error, 'Error: Could not find a Middleman project config, perhaps you are in the wrong folder?'
       end
 
+      require 'middleman-core'
+      require 'middleman-core/logger'
+
       # Use Rack::Test for inspecting a running server for output
       require 'rack'
       require 'rack/test'