diff --git a/lib/code_climate/test_reporter/shorten_filename.rb b/lib/code_climate/test_reporter/shorten_filename.rb
index 782b073..c4c93b6 100644
--- a/lib/code_climate/test_reporter/shorten_filename.rb
+++ b/lib/code_climate/test_reporter/shorten_filename.rb
@@ -1,24 +1,34 @@
+require "pathname"
+
 module CodeClimate
   module TestReporter
     class ShortenFilename
       def initialize(filename)
         @filename = filename
+        root = ::SimpleCov.root
+        @root = Pathname.new(root) if root
       end
 
       def short_filename
-        return @filename unless ::SimpleCov.root
-        apply_prefix @filename.gsub(/^#{::SimpleCov.root}/, ".").gsub(%r{^\./}, "")
-      end
-
-      private
+        return @filename unless root
+        path = Pathname.new(@filename)
+        shorter =
+          if path.relative?
+            path
+          else
+            path.relative_path_from(root)
+          end
 
-      def apply_prefix(filename)
         if (prefix = CodeClimate::TestReporter.configuration.path_prefix)
-          File.join(prefix, filename)
+          Pathname.new(prefix).join(shorter).to_s
         else
-          filename
+          shorter.to_s
         end
       end
+
+      private
+
+      attr_reader :root
     end
   end
 end
diff --git a/spec/lib/shorten_filename_spec.rb b/spec/lib/shorten_filename_spec.rb
index 70affd7..773fb65 100644
--- a/spec/lib/shorten_filename_spec.rb
+++ b/spec/lib/shorten_filename_spec.rb
@@ -6,11 +6,25 @@ module CodeClimate::TestReporter
     let(:shorten_filename){ ShortenFilename.new('file1') }
     let(:shorten_filename_with_simplecov_root) { ShortenFilename.new("#{::SimpleCov.root}/file1") }
     let(:shorten_filename_with_double_simplecov_root) { ShortenFilename.new("#{::SimpleCov.root}/#{::SimpleCov.root}/file1") }
+    let(:root) { "/Users/oink/my-great-project" }
+
+    before do
+      allow(::SimpleCov).to receive(:root).and_return(root)
+    end
 
     describe '#short_filename' do
       it 'should return the filename of the file relative to the SimpleCov root' do
-        expect(shorten_filename.send(:short_filename)).to eq('file1')
-        expect(shorten_filename_with_simplecov_root.send(:short_filename)).to eq('file1')
+        expect(shorten_filename.short_filename).to eq('file1')
+        expect(shorten_filename_with_simplecov_root.short_filename).to eq('file1')
+      end
+
+      context "when the root has parentheses in it" do
+        let(:root) { "/Users/oink/my-great-project/hello world (ok)" }
+
+        it 'should return the filename of the file relative to the SimpleCov root' do
+          expect(shorten_filename.short_filename).to eq('file1')
+          expect(shorten_filename_with_simplecov_root.short_filename).to eq('file1')
+        end
       end
 
       context "with path prefix" do
@@ -27,13 +41,13 @@ module CodeClimate::TestReporter
         end
 
         it 'should include the path prefix if set' do
-          expect(shorten_filename.send(:short_filename)).to eq('custom/file1')
-          expect(shorten_filename_with_simplecov_root.send(:short_filename)).to eq('custom/file1')
+          expect(shorten_filename.short_filename).to eq('custom/file1')
+          expect(shorten_filename_with_simplecov_root.short_filename).to eq('custom/file1')
         end
       end
 
       it "should not strip the subdirectory if it has the same name as the root" do
-        expect(shorten_filename_with_double_simplecov_root.send(:short_filename)).to eq("#{::SimpleCov.root}/file1")
+        expect(shorten_filename_with_double_simplecov_root.short_filename).to eq("#{::SimpleCov.root[1..-1]}/file1")
       end
     end
   end