diff --git a/src/NzbDrone.Core.Test/OrganizerTests/FileNameBuilderTests/SeriesTitleFirstCharacterFixture.cs b/src/NzbDrone.Core.Test/OrganizerTests/FileNameBuilderTests/SeriesTitleFirstCharacterFixture.cs
index 763b948a6..b3ec660a5 100644
--- a/src/NzbDrone.Core.Test/OrganizerTests/FileNameBuilderTests/SeriesTitleFirstCharacterFixture.cs
+++ b/src/NzbDrone.Core.Test/OrganizerTests/FileNameBuilderTests/SeriesTitleFirstCharacterFixture.cs
@@ -36,6 +36,8 @@ namespace NzbDrone.Core.Test.OrganizerTests.FileNameBuilderTests
         [TestCase("The Mist", "M\\The Mist")]
         [TestCase("A", "A\\A")]
         [TestCase("30 Rock", "3\\30 Rock")]
+        [TestCase("The '80s Greatest", "#\\The '80s Greatest")]
+
         public void should_get_expected_folder_name_back(string title, string expected)
         {
             _series.Title = title;
diff --git a/src/NzbDrone.Core/Organizer/FileNameBuilder.cs b/src/NzbDrone.Core/Organizer/FileNameBuilder.cs
index 5b638cfbd..8088a4c3c 100644
--- a/src/NzbDrone.Core/Organizer/FileNameBuilder.cs
+++ b/src/NzbDrone.Core/Organizer/FileNameBuilder.cs
@@ -377,6 +377,19 @@ namespace NzbDrone.Core.Organizer
             return title;
         }
 
+        public static string TitleFirstCharacter(string title)
+        {
+            title = ScenifyReplaceChars.Replace(title, " ");
+            title = ScenifyRemoveChars.Replace(title, string.Empty);
+
+            if (char.IsLetterOrDigit(title[0]))
+            {
+                return title.Substring(0, 1).FirstCharToUpper();
+            }
+
+            return "#";
+        }
+
         public static string CleanFileName(string name)
         {
             return CleanFileName(name, NamingConfig.Default);
@@ -452,7 +465,7 @@ namespace NzbDrone.Core.Organizer
             tokenHandlers["{Series TitleWithoutYear}"] = m => TitleWithoutYear(series.Title);
             tokenHandlers["{Series TitleTheYear}"] = m => TitleYear(TitleThe(series.Title), series.Year);
             tokenHandlers["{Series TitleTheWithoutYear}"] = m => TitleWithoutYear(TitleThe(series.Title));
-            tokenHandlers["{Series TitleFirstCharacter}"] = m => TitleThe(series.Title).Substring(0, 1).FirstCharToUpper();
+            tokenHandlers["{Series TitleFirstCharacter}"] = m => TitleFirstCharacter(TitleThe(series.Title));
             tokenHandlers["{Series Year}"] = m => series.Year.ToString();
         }