Routes = Rack::Builder.new do
  use Pliny::Middleware::RescueErrors, raise: !Config.rescue_errors?
  use Honeybadger::Rack::ErrorNotifier if Config.honeybadger_api_key
  use Pliny::Middleware::CORS
  use Pliny::Middleware::RequestID
  use Pliny::Middleware::RequestStore, store: Pliny::RequestStore
  use Pliny::Middleware::Timeout, timeout: Config.timeout.to_i if Config.timeout.to_i > 0
  use Pliny::Middleware::Versioning,
      default: Config.versioning_default,
      app_name: Config.versioning_app_name if Config.versioning? == 'true'
  use Rack::Deflater
  use Rack::MethodOverride
  use Rack::SSL if Config.force_ssl? == 'true'

  use Pliny::Router do
    # mount all endpoints here
  end

  # root app; but will also handle some defaults like 404
  run Endpoints::Root
end

Routes = Rack::Builder.new do
  use Pliny::Middleware::RescueErrors, raise: !Config.rescue_errors?
  use Honeybadger::Rack::ErrorNotifier if Config.honeybadger_api_key
  use Pliny::Middleware::CORS
  use Pliny::Middleware::RequestID
  use Pliny::Middleware::RequestStore, store: Pliny::RequestStore
  use Pliny::Middleware::Timeout, timeout: Config.timeout.to_i if Config.timeout.to_i > 0
  use Pliny::Middleware::Versioning,
      default: Config.versioning_default,
      app_name: Config.versioning_app_name if Config.versioning.downcase == 'true'
  use Rack::Deflater
  use Rack::MethodOverride
  use Rack::SSL if Config.force_ssl.downcase == 'true'

  use Pliny::Router do
    # mount all endpoints here
  end

  # root app; but will also handle some defaults like 404
  run Endpoints::Root
end

--- 
+++ 
@@ -7,10 +7,10 @@
   use Pliny::Middleware::Timeout, timeout: Config.timeout.to_i if Config.timeout.to_i > 0
   use Pliny::Middleware::Versioning,
       default: Config.versioning_default,
-      app_name: Config.versioning_app_name if Config.versioning.downcase == 'true'
+      app_name: Config.versioning_app_name if Config.versioning? == 'true'
   use Rack::Deflater
   use Rack::MethodOverride
-  use Rack::SSL if Config.force_ssl.downcase == 'true'
+  use Rack::SSL if Config.force_ssl? == 'true'
 
   use Pliny::Router do
     # mount all endpoints here
Switch to question mark versions of config

/cc @tmaier
