diff --git a/client/DebugLog.cs b/client/DebugLog.cs
index 8fb4733..6cb157f 100644
--- a/client/DebugLog.cs
+++ b/client/DebugLog.cs
@@ -236,6 +236,10 @@ public static async Task LogEventAsync(string message, Region region = Region.Mi
             }
             logSemaphore.Release();
         }
+        
+        if (Settings.Headless)
+            Console.WriteLine(debugString);
+        
         LogText += debugString;
     }
 
@@ -278,6 +282,10 @@ public static void LogEvent(string message, Region region = Region.Misc, EventTy
             }
             logSemaphore.Release();
         }
+
+        if (Settings.Headless)
+            Console.WriteLine(debugString);
+
         LogText += debugString;
     }
 
diff --git a/client/Frontend/App.xaml b/client/Frontend/App.xaml
index fa9fc26..2184258 100644
--- a/client/Frontend/App.xaml
+++ b/client/Frontend/App.xaml
@@ -2,7 +2,7 @@
              xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
              xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
              xmlns:local="clr-namespace:specify_client"
-             StartupUri="\Frontend\Landing.xaml" Startup="Application_Startup">
+             Startup="Application_Startup">
     <Application.Resources>
         <ResourceDictionary>
             <Style TargetType="Button" x:Key="MainButtons">
diff --git a/client/Frontend/App.xaml.cs b/client/Frontend/App.xaml.cs
index a12e224..74a3798 100644
--- a/client/Frontend/App.xaml.cs
+++ b/client/Frontend/App.xaml.cs
@@ -1,6 +1,8 @@
 using specify_client.data;
 using System.Windows;
 using System;
+using System.Linq;
+using System.Runtime.InteropServices;
 
 namespace specify_client;
 
@@ -9,28 +11,105 @@ namespace specify_client;
 /// </summary>
 public partial class App : Application
 {
-    private void Application_Startup(object sender, StartupEventArgs e)
+
+    [DllImport("Kernel32.dll")]
+    public static extern bool AllocConsole();
+
+    [DllImport("kernel32.dll")]
+    private static extern bool FreeConsole();
+
+    [STAThread]
+    private async void Application_Startup(object sender, StartupEventArgs e)
     {
         // Calling GetSystemMetrics with value 67 asks Windows if it's running in safe mode.
         // Returns 0 for a standard boot, 1 for Safe Mode, 2 for Safe Mode w/ Networking.
         // Specify cannot properly gather information in safe mode and must be stopped prior to operation.
         var bootType = Interop.GetSystemMetrics(67);
-        if(bootType != 0)
-        {
-            MessageBox.Show("Specify cannot be run in Safe Mode.", "Specify", MessageBoxButton.OK, MessageBoxImage.Error);
-            Environment.Exit(-1);
-        }
 
-        // Check that the WMI is functioning prior to loading the app.
-        // Specify is critically dependent on a functioning WMI Service. If it cannot talk to the WMI for whatever reason, Specify cannot run.
-        try
+        if (e.Args.Contains("-h"))
         {
-            Utils.GetWmi("Win32_OperatingSystem");
+            Settings.Headless = true;
+            AllocConsole();
+
+            if (bootType != 0)
+            {
+                Console.WriteLine("Specify cannot be run in Safe Mode.");
+                Environment.Exit(-1);
+            }
+
+            try
+            {
+                Utils.GetWmi("Win32_OperatingSystem");
+            }
+            catch (Exception ex)
+            {
+                Console.WriteLine($"Specify is unable to communicate with the Windows Management Instrumentation.\n{ex}");
+                Environment.Exit(-1);
+            }
+
+            foreach (var item in e.Args)
+            {
+                Console.WriteLine(item);
+                switch (item)
+                {
+                    case "-redact-username":
+                        Settings.RedactUsername = true;
+                        break;
+
+                    case "-redact-sn":
+                        Settings.RedactSerialNumber = true;
+                        break;
+
+                    case "-redact-odc":
+                        Settings.RedactOneDriveCommercial = true;
+                        break;
+
+                    case "-dont-upload":
+                        Settings.DontUpload = true;
+                        break;
+
+                    default:
+                        break;
+                }
+            }
+
+            // RUN PROGRAM
+            try
+            {
+                await Program.Main();
+            }
+            catch (Exception ex)
+            {
+                System.IO.File.WriteAllText(@"specify_hardfail.log", $"{ex}");
+            }
+
+            Console.ReadKey();
+            FreeConsole();
+            Environment.Exit(0);
         }
-        catch (Exception ex)
+
+        else
         {
-            MessageBox.Show($"Specify is unable to communicate with the Windows Management Instrumentation.\n{ex}", "Specify", MessageBoxButton.OK, MessageBoxImage.Error);
-            Environment.Exit(-1);
+
+            if (bootType != 0)
+            {
+                MessageBox.Show("Specify cannot be run in Safe Mode.", "Specify", MessageBoxButton.OK, MessageBoxImage.Error);
+                Environment.Exit(-1);
+            }
+
+            // Check that the WMI is functioning prior to loading the app.
+            // Specify is critically dependent on a functioning WMI Service. If it cannot talk to the WMI for whatever reason, Specify cannot run.
+            try
+            {
+                Utils.GetWmi("Win32_OperatingSystem");
+            }
+            catch (Exception ex)
+            {
+                MessageBox.Show($"Specify is unable to communicate with the Windows Management Instrumentation.\n{ex}", "Specify", MessageBoxButton.OK, MessageBoxImage.Error);
+                Environment.Exit(-1);
+            }
+
+            StartupUri = new Uri("/specify_client;component/Frontend/Landing.xaml", UriKind.Relative);
         }
     }
 }
\ No newline at end of file
diff --git a/client/Monolith.cs b/client/Monolith.cs
index f014a51..a76f1d9 100644
--- a/client/Monolith.cs
+++ b/client/Monolith.cs
@@ -194,8 +194,6 @@ private static async Task<string> DoRequest(string str)
                 Console.ForegroundColor = ConsoleColor.Red;
                 Console.WriteLine("\nCould not upload. The file has been saved to specify_specs.json.");
                 Console.WriteLine($"Please go to {specifiedUploadDomain} to upload the file manually.");
-                Console.WriteLine("Press any key to exit.");
-                Console.ReadKey();
                 return null;
             }
             var location = response.Headers.Location.ToString();
@@ -220,19 +218,35 @@ public static void ProgramDone(ProgramDoneState state)
         switch (state)
         {
             case ProgramDoneState.Normal:
-                App.Current.Dispatcher.BeginInvoke(new Action(() =>
+                if (!Settings.Headless)
                 {
-                    var main = App.Current.MainWindow as Landing;
-                    main.ProgramFinalize();
-                }));
-                break;
+                    App.Current.Dispatcher.BeginInvoke(new Action(() =>
+                    {
+                        var main = App.Current.MainWindow as Landing;
+                        main.ProgramFinalize();
+                    }));
+                } else
+                {
+                    Console.WriteLine("Specify is done.");
+                    Console.WriteLine("Specify has uploaded the result to spec-ify.com, the link should be in your clipboard.");
+                }
+                    break;
 
             case ProgramDoneState.NoUpload:
-                App.Current.Dispatcher.BeginInvoke(new Action(() =>
+                if (!Settings.Headless)
                 {
-                    var main = App.Current.MainWindow as Landing;
-                    main.ProgramFinalizeNoUpload();
-                }));
+                    App.Current.Dispatcher.BeginInvoke(new Action(() =>
+                    {
+                        var main = App.Current.MainWindow as Landing;
+                        main.ProgramFinalizeNoUpload();
+                    }));
+                }
+                else
+                {
+                    Console.WriteLine("Specify is done.");
+                    Console.WriteLine("The result which is specify-specs.json is outputted into the same folder as the program.");
+                    Console.WriteLine("Please upload it manually to spec-ify.com or send over the file.");
+                }
                 break;
 
             case ProgramDoneState.UploadFailed:
@@ -244,11 +258,21 @@ public static void ProgramDone(ProgramDoneState state)
                 break;
 
             case ProgramDoneState.ProgramFailed:
-                App.Current.Dispatcher.BeginInvoke(new Action(() =>
+                if (!Settings.Headless)
                 {
-                    var main = App.Current.MainWindow as Landing;
-                    main.ProgramFailed();
-                }));
+                    App.Current.Dispatcher.BeginInvoke(new Action(() =>
+                    {
+                        var main = App.Current.MainWindow as Landing;
+                        main.ProgramFailed();
+                    }));
+                }
+                else
+                {
+                    Console.WriteLine("Something went wrong...");
+                    Console.WriteLine("Specify ran into an error. It will try to continue, but the data may be incomplete.");
+                    Console.WriteLine("An error log named specify-debug.log has been created in the same folder as the program.");
+                    Console.WriteLine("Please make an issue on https://github.com/Spec-ify/specify/issues/new, or send over the file to us. Thanks!");
+                }
                 break;
         }
     }
diff --git a/client/Settings.cs b/client/Settings.cs
index be36bfd..913ac23 100644
--- a/client/Settings.cs
+++ b/client/Settings.cs
@@ -6,6 +6,7 @@ public static class Settings
     public static bool RedactSerialNumber { get; set; } = false;
     public static bool RedactOneDriveCommercial { get; set; } = false;
     public static bool DontUpload { get; set; } = false;
+    public static bool Headless { get; set; } = false;
     public static bool LocalCulture { get; set; } = false;
     public static bool EnableDebug = false; // Deliberately not a property.
 }
\ No newline at end of file
diff --git a/client/data/Methods/System.cs b/client/data/Methods/System.cs
index 4eb0568..49ec51b 100644
--- a/client/data/Methods/System.cs
+++ b/client/data/Methods/System.cs
@@ -348,13 +348,30 @@ public static async Task GetMiniDumps()
         }
 
         await LogEventAsync("Dump Upload Requested.", Region.System);
-        if (MessageBox.Show("Would you like to upload your BSOD minidumps with your specs report?", "Minidumps detected", MessageBoxButton.YesNo, MessageBoxImage.Question) == MessageBoxResult.No)
+
+        if (!Settings.Headless)
+        {
+            if (MessageBox.Show("Would you like to upload your BSOD minidumps with your specs report?", "Minidumps detected", MessageBoxButton.YesNo, MessageBoxImage.Question) == MessageBoxResult.No)
+            {
+                await LogEventAsync("Dump Upload Request Refused.", Region.System);
+                return;
+            }
+        } else
         {
-            await LogEventAsync("Dump Upload Request Refused.", Region.System);
+            /* Future K9, figure out how to display this when the entire log is printed to console
+             * should we add an option for silent runs, this is not a problem lol
+              
+            Console.WriteLine("Would you like to upload your BSOD minidumps with your specs report? (y, n)");
+            if (Console.Read() == 'n')
+            {
+                await LogEventAsync("Dump Upload Request Refused.", Region.System);
+                return;
+            }
+            */
             return;
         }
 
-        await LogEventAsync("Dump Upload Request Approved.", Region.System);
+            await LogEventAsync("Dump Upload Request Approved.", Region.System);
 
         Directory.CreateDirectory(TempFolder);
 
diff --git a/client/specify_client.csproj b/client/specify_client.csproj
index 11267a7..4275f05 100644
--- a/client/specify_client.csproj
+++ b/client/specify_client.csproj
@@ -25,6 +25,18 @@
   <PropertyGroup Condition="'$(TargetFrameworkVersion)' == 'v4.7.2'">
     <DefineConstants>$(DefineConstants);DOTNET_472</DefineConstants>
   </PropertyGroup>
+  <PropertyGroup Condition=" '$(Configuration)|$(Platform)' == 'Debug|x64'">
+    <DebugSymbols>true</DebugSymbols>
+    <DebugType>full</DebugType>
+    <Optimize>false</Optimize>
+    <DefineConstants>DEBUG;TRACE</DefineConstants>
+    <ErrorReport>prompt</ErrorReport>
+    <WarningLevel>4</WarningLevel>
+    <Prefer32bit>false</Prefer32bit>
+    <OutputPath>bin\Debug\</OutputPath>
+    <PlatformTarget>x64</PlatformTarget>
+    <AllowUnsafeBlocks>true</AllowUnsafeBlocks>
+  </PropertyGroup>
   <PropertyGroup Condition=" '$(Configuration)|$(Platform)' == 'Release|x64'">
     <DebugType>pdbonly</DebugType>
     <Optimize>true</Optimize>