diff --git a/OF DL/Entities/LatestReleaseAPIResponse.cs b/OF DL/Entities/LatestReleaseAPIResponse.cs
new file mode 100644
index 0000000..1081765
--- /dev/null
+++ b/OF DL/Entities/LatestReleaseAPIResponse.cs	
@@ -0,0 +1,9 @@
+using Newtonsoft.Json;
+
+namespace OF_DL.Entities;
+
+public class LatestReleaseAPIResponse
+{
+    [JsonProperty(PropertyName = "tag_name")]
+    public string TagName { get; set; } = "";
+}
diff --git a/OF DL/Helpers/VersionHelper.cs b/OF DL/Helpers/VersionHelper.cs
new file mode 100644
index 0000000..c21d835
--- /dev/null
+++ b/OF DL/Helpers/VersionHelper.cs	
@@ -0,0 +1,52 @@
+using Newtonsoft.Json;
+using OF_DL.Entities;
+using Serilog;
+
+namespace OF_DL.Helpers;
+
+public static class VersionHelper
+{
+    public static string? GetLatestReleaseTag()
+    {
+        Log.Debug("Calling GetLatestReleaseTag");
+        try
+        {
+            HttpClient client = new();
+            HttpRequestMessage request = new(HttpMethod.Get, "https://git.ofdl.tools/api/v1/repos/sim0n00ps/OF-DL/releases/latest");
+            using var response = client.Send(request);
+
+            if (!response.IsSuccessStatusCode)
+            {
+                Log.Debug("GetLatestReleaseTag did not return a Success Status Code");
+                return null;
+            }
+
+            var body = response.Content.ReadAsStringAsync().Result;
+
+            Log.Debug("GetLatestReleaseTag API Response: ");
+            Log.Debug(body);
+
+            var versionCheckResponse = JsonConvert.DeserializeObject<LatestReleaseAPIResponse>(body);
+
+            if (versionCheckResponse == null || versionCheckResponse.TagName == "")
+            {
+                Log.Debug("GetLatestReleaseTag did not return a valid tag name");
+                return null;
+            }
+
+            return versionCheckResponse.TagName;
+        }
+        catch (Exception ex)
+        {
+            Console.WriteLine("Exception caught: {0}\n\nStackTrace: {1}", ex.Message, ex.StackTrace);
+            Log.Error("Exception caught: {0}\n\nStackTrace: {1}", ex.Message, ex.StackTrace);
+            if (ex.InnerException != null)
+            {
+                Console.WriteLine("\nInner Exception:");
+                Console.WriteLine("Exception caught: {0}\n\nStackTrace: {1}", ex.InnerException.Message, ex.InnerException.StackTrace);
+                Log.Error("Inner Exception: {0}\n\nStackTrace: {1}", ex.InnerException.Message, ex.InnerException.StackTrace);
+            }
+        }
+        return null;
+    }
+}
diff --git a/OF DL/OF DL.csproj b/OF DL/OF DL.csproj
index 8b35a6e..20dc207 100644
--- a/OF DL/OF DL.csproj	
+++ b/OF DL/OF DL.csproj	
@@ -19,7 +19,6 @@
     <PackageReference Include="HtmlAgilityPack" Version="1.12.0" />
     <PackageReference Include="Microsoft.Data.Sqlite" Version="9.0.3" />
     <PackageReference Include="Newtonsoft.Json" Version="13.0.3" />
-    <PackageReference Include="Octokit" Version="14.0.0" />
     <PackageReference Include="protobuf-net" Version="3.2.46" />
     <PackageReference Include="PuppeteerSharp" Version="20.1.3" />
     <PackageReference Include="Serilog" Version="4.2.0" />
diff --git a/OF DL/Program.cs b/OF DL/Program.cs
index 14b8820..67580f7 100644
--- a/OF DL/Program.cs	
+++ b/OF DL/Program.cs	
@@ -9,7 +9,6 @@ using OF_DL.Entities.Streams;
 using OF_DL.Enumerations;
 using OF_DL.Enumurations;
 using OF_DL.Helpers;
-using Octokit;
 using Serilog;
 using Serilog.Core;
 using Serilog.Events;
@@ -515,14 +514,54 @@ public class Program
 				}
 			}
 
-            #if !DEBUG
+            try
+			{
+				// Only run the version check if not in DEBUG mode
+				#if !DEBUG
 				Version localVersion = Assembly.GetEntryAssembly()?.GetName().Version; //Only tested with numeric values.
+                String? latestReleaseTag = VersionHelper.GetLatestReleaseTag();
+
+                if (latestReleaseTag == null)
+                {
+                    AnsiConsole.Markup("[yellow]Failed to verify that OF-DL is up-to-date.\n[/]");
+                    Log.Error("Failed to get the latest release tag.");
+                }
+                else
+                {
+                    Version latestGiteaRelease = new Version(latestReleaseTag.Replace("OFDLV", ""));
+
+                    // Compare the Versions
+                    int versionComparison = localVersion.CompareTo(latestGiteaRelease);
+                    if (versionComparison < 0)
+                    {
+                        // The version on GitHub is more up to date than this local release.
+                        AnsiConsole.Markup("[red]You are running OF-DL version " + $"{localVersion.Major}.{localVersion.Minor}.{localVersion.Build}\n[/]");
+                        AnsiConsole.Markup("[red]Please update to the current release, " + $"{latestGiteaRelease.Major}.{latestGiteaRelease.Minor}.{latestGiteaRelease.Build}: [link]https://git.ofdl.tools/sim0n00ps/OF-DL/releases[/]\n[/]");
+                        Log.Debug("Detected outdated client running version " + $"{localVersion.Major}.{localVersion.Minor}.{localVersion.Build}");
+                        Log.Debug("Latest release version " + $"{latestGiteaRelease.Major}.{latestGiteaRelease.Minor}.{latestGiteaRelease.Build}");
+                    }
+                    else
+                    {
+                        // This local version is greater than the release version on GitHub.
+                        AnsiConsole.Markup("[green]You are running OF-DL version " + $"{localVersion.Major}.{localVersion.Minor}.{localVersion.Build}\n[/]");
+                        AnsiConsole.Markup("[green]Latest Release version: " + $"{latestGiteaRelease.Major}.{latestGiteaRelease.Minor}.{latestGiteaRelease.Build}\n[/]");
+                        Log.Debug("Detected client running version " + $"{localVersion.Major}.{localVersion.Minor}.{localVersion.Build}");
+                        Log.Debug("Latest release version " + $"{latestGiteaRelease.Major}.{latestGiteaRelease.Minor}.{latestGiteaRelease.Build}");
+                    }
+                }
+
+				#else
+				AnsiConsole.Markup("[yellow]Running in Debug/Local mode. Version check skipped.\n[/]");
+				Log.Debug("Running in Debug/Local mode. Version check skipped.");
+				#endif
+			}
+			catch (Exception e)
+			{
+				AnsiConsole.Markup("[red]Error checking latest release on GitHub:\n[/]");
+				Console.WriteLine(e);
+				Log.Error("Error checking latest release on GitHub.", e.Message);
+			}
 
-				AnsiConsole.Markup("[red]You are running OF-DL version " + $"{localVersion.Major}.{localVersion.Minor}.{localVersion.Build}\n[/]");
-            #else
-                AnsiConsole.Markup("[yellow]Running in Debug/Local mode. Version check skipped.\n[/]");
-                Log.Debug("Running in Debug/Local mode. Version check skipped.");
-            #endif
 
             if (File.Exists("auth.json"))
 			{