diff --git a/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml b/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml
index 3464dddb..473e61b1 100644
--- a/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml
+++ b/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml
@@ -6,18 +6,58 @@
         x:Class="PhotoboothUploader.MainWindow"
         Width="520" Height="360"
         Title="Fotospiel Photobooth Uploader">
-    <StackPanel Spacing="12" Margin="24" MaxWidth="420">
-        <TextBlock Text="Fotospiel Photobooth Uploader" FontSize="20" FontWeight="SemiBold" />
-        <TextBlock Text="Gib den 6-stelligen Verbindungscode ein." TextWrapping="Wrap" />
-        <TextBox x:Name="CodeBox" MaxLength="6" Watermark="123456" />
-        <Button x:Name="ConnectButton" Content="Verbinden" Click="ConnectButton_Click" />
+    <Grid Margin="24" ColumnDefinitions="*,8,*">
+        <StackPanel Grid.Column="0" Spacing="12" MaxWidth="420">
+            <TextBlock Text="Fotospiel Photobooth Uploader" FontSize="20" FontWeight="SemiBold" />
 
-        <StackPanel Spacing="6">
-            <TextBlock Text="Upload-Ordner" FontWeight="SemiBold" />
-            <TextBlock x:Name="FolderText" Text="Noch nicht ausgewählt." TextWrapping="Wrap" />
-            <Button x:Name="PickFolderButton" Content="Ordner auswählen" Click="PickFolderButton_Click" IsEnabled="False" />
+            <Border Background="#1F000000" Padding="12" CornerRadius="8">
+                <StackPanel Spacing="6">
+                    <TextBlock Text="Schritte" FontWeight="SemiBold" />
+                    <TextBlock x:Name="StepCodeText" Text="1. Code eingeben" />
+                    <TextBlock x:Name="StepFolderText" Text="2. Upload-Ordner wählen" />
+                    <TextBlock x:Name="StepReadyText" Text="3. Upload läuft" />
+                </StackPanel>
+            </Border>
+
+            <TextBlock Text="Gib den 6-stelligen Verbindungscode ein." TextWrapping="Wrap" />
+            <TextBox x:Name="CodeBox" MaxLength="6" Watermark="123456" />
+            <Button x:Name="ConnectButton" Content="Verbinden" Click="ConnectButton_Click" />
+
+            <StackPanel Spacing="6">
+                <TextBlock Text="Upload-Ordner" FontWeight="SemiBold" />
+                <TextBlock x:Name="FolderText" Text="Noch nicht ausgewählt." TextWrapping="Wrap" />
+                <Button x:Name="PickFolderButton" Content="Ordner auswählen" Click="PickFolderButton_Click" IsEnabled="False" />
+            </StackPanel>
+
+            <ToggleSwitch x:Name="QuietToggle" Content="Ruhiger Modus (nur Fehler anzeigen)" />
         </StackPanel>
 
-        <TextBlock x:Name="StatusText" Text="Nicht verbunden." TextWrapping="Wrap" />
-    </StackPanel>
+        <StackPanel Grid.Column="2" Spacing="12" MaxWidth="380">
+            <Border Background="#1F000000" Padding="12" CornerRadius="8">
+                <StackPanel Spacing="6">
+                    <TextBlock Text="Status" FontWeight="SemiBold" />
+                    <TextBlock x:Name="StatusText" Text="Nicht verbunden." TextWrapping="Wrap" />
+                    <TextBlock x:Name="LastUploadText" Text="Letzter Upload: —" />
+                </StackPanel>
+            </Border>
+
+            <StackPanel Spacing="6">
+                <TextBlock Text="Letzte Uploads" FontWeight="SemiBold" />
+                <ItemsControl x:Name="RecentUploadsList" ItemsSource="{Binding RecentUploads}">
+                    <ItemsControl.ItemTemplate>
+                        <DataTemplate>
+                            <Border Background="#14000000" Padding="8" CornerRadius="6" Margin="0,0,0,6">
+                                <Grid ColumnDefinitions="*,Auto" RowDefinitions="Auto,Auto">
+                                    <TextBlock Grid.Column="0" Grid.Row="0" Text="{Binding FileName}" />
+                                    <TextBlock Grid.Column="1" Grid.Row="0" Text="{Binding StatusLabel}" />
+                                    <TextBlock Grid.Column="0" Grid.Row="1" Text="{Binding UpdatedLabel}" Opacity="0.7" FontSize="11" />
+                                </Grid>
+                            </Border>
+                        </DataTemplate>
+                    </ItemsControl.ItemTemplate>
+                </ItemsControl>
+                <Button x:Name="RetryFailedButton" Content="Fehlgeschlagene erneut senden" Click="RetryFailedButton_Click" IsEnabled="False" />
+            </StackPanel>
+        </StackPanel>
+    </Grid>
 </Window>
diff --git a/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml.cs b/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml.cs
index 16fa6a8a..a6c73f8b 100644
--- a/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml.cs
+++ b/clients/photobooth-uploader/PhotoboothUploader/MainWindow.axaml.cs
@@ -1,6 +1,8 @@
 using System;
 using System.IO;
 using System.Linq;
+using System.Collections.Generic;
+using System.Collections.ObjectModel;
 using Avalonia.Controls;
 using Avalonia.Interactivity;
 using Avalonia.Platform.Storage;
@@ -18,6 +20,10 @@ public partial class MainWindow : Window
     private readonly UploadService _uploadService = new();
     private PhotoboothSettings _settings;
     private FileSystemWatcher? _watcher;
+    private readonly Dictionary<string, UploadItem> _uploadsByPath = new(StringComparer.OrdinalIgnoreCase);
+    private readonly HashSet<string> _failedPaths = new(StringComparer.OrdinalIgnoreCase);
+
+    public ObservableCollection<UploadItem> RecentUploads { get; } = new();
 
     public MainWindow()
     {
@@ -26,6 +32,7 @@ public partial class MainWindow : Window
         _settings.BaseUrl ??= DefaultBaseUrl;
         _client = new PhotoboothConnectClient(_settings.BaseUrl);
         _settingsStore.Save(_settings);
+        DataContext = this;
         ApplySettings();
     }
 
@@ -100,17 +107,21 @@ public partial class MainWindow : Window
             PickFolderButton.IsEnabled = true;
             StartUploadPipelineIfReady();
         }
+
+        UpdateSteps();
     }
 
     private void StartUploadPipelineIfReady()
     {
         if (string.IsNullOrWhiteSpace(_settings.UploadUrl) || string.IsNullOrWhiteSpace(_settings.WatchFolder))
         {
+            UpdateSteps();
             return;
         }
 
-        _uploadService.Start(_settings, UpdateStatus);
+        _uploadService.Start(_settings, OnQueued, OnUploading, OnSuccess, OnFailure);
         StartWatcher(_settings.WatchFolder);
+        UpdateSteps();
     }
 
     private void StartWatcher(string folder)
@@ -135,7 +146,7 @@ public partial class MainWindow : Window
             return;
         }
 
-        _uploadService.Enqueue(e.FullPath);
+        _uploadService.Enqueue(e.FullPath, OnQueued);
     }
 
     private void OnFileRenamed(object sender, RenamedEventArgs e)
@@ -145,7 +156,7 @@ public partial class MainWindow : Window
             return;
         }
 
-        _uploadService.Enqueue(e.FullPath);
+        _uploadService.Enqueue(e.FullPath, OnQueued);
     }
 
     private bool IsSupportedImage(string path)
@@ -160,6 +171,99 @@ public partial class MainWindow : Window
         Dispatcher.UIThread.Post(() => StatusText.Text = message);
     }
 
+    private void OnQueued(string path)
+    {
+        UpdateUpload(path, UploadStatus.Queued);
+        UpdateStatusIfAllowed($"Wartet: {Path.GetFileName(path)}", false);
+    }
+
+    private void OnUploading(string path)
+    {
+        UpdateUpload(path, UploadStatus.Uploading);
+        UpdateStatusIfAllowed($"Upload läuft: {Path.GetFileName(path)}", false);
+    }
+
+    private void OnSuccess(string path)
+    {
+        _failedPaths.Remove(path);
+        UpdateUpload(path, UploadStatus.Success);
+        UpdateStatusIfAllowed($"Hochgeladen: {Path.GetFileName(path)}", false);
+    }
+
+    private void OnFailure(string path)
+    {
+        _failedPaths.Add(path);
+        UpdateUpload(path, UploadStatus.Failed);
+        UpdateStatusIfAllowed($"Upload fehlgeschlagen: {Path.GetFileName(path)}", true);
+        UpdateRetryButton();
+    }
+
+    private void UpdateUpload(string path, UploadStatus status)
+    {
+        Dispatcher.UIThread.Post(() =>
+        {
+            if (!_uploadsByPath.TryGetValue(path, out var item))
+            {
+                item = new UploadItem(path);
+                _uploadsByPath[path] = item;
+                RecentUploads.Insert(0, item);
+            }
+
+            item.Status = status;
+            LastUploadText.Text = status == UploadStatus.Success
+                ? $"Letzter Upload: {item.UpdatedLabel}"
+                : LastUploadText.Text;
+
+            while (RecentUploads.Count > 3)
+            {
+                var last = RecentUploads[^1];
+                _uploadsByPath.Remove(last.Path);
+                RecentUploads.RemoveAt(RecentUploads.Count - 1);
+            }
+
+            UpdateRetryButton();
+        });
+    }
+
+    private void UpdateStatusIfAllowed(string message, bool important)
+    {
+        var quiet = QuietToggle?.IsChecked ?? false;
+
+        if (quiet && !important)
+        {
+            return;
+        }
+
+        UpdateStatus(message);
+    }
+
+    private void UpdateRetryButton()
+    {
+        RetryFailedButton.IsEnabled = _failedPaths.Count > 0;
+    }
+
+    private void RetryFailedButton_Click(object? sender, RoutedEventArgs e)
+    {
+        foreach (var path in _failedPaths.ToList())
+        {
+            _uploadService.Enqueue(path, OnQueued);
+        }
+
+        _failedPaths.Clear();
+        UpdateRetryButton();
+    }
+
+    private void UpdateSteps()
+    {
+        var hasCode = !string.IsNullOrWhiteSpace(_settings.UploadUrl);
+        var hasFolder = !string.IsNullOrWhiteSpace(_settings.WatchFolder);
+        var ready = hasCode && hasFolder;
+
+        StepCodeText.Text = hasCode ? "1. Code eingeben ✓" : "1. Code eingeben";
+        StepFolderText.Text = hasFolder ? "2. Upload-Ordner wählen ✓" : "2. Upload-Ordner wählen";
+        StepReadyText.Text = ready ? "3. Upload läuft ✓" : "3. Upload läuft";
+    }
+
     private string? ResolveUploadUrl(string? uploadUrl)
     {
         if (string.IsNullOrWhiteSpace(uploadUrl))
diff --git a/clients/photobooth-uploader/PhotoboothUploader/Models/UploadItem.cs b/clients/photobooth-uploader/PhotoboothUploader/Models/UploadItem.cs
new file mode 100644
index 00000000..b41c25ed
--- /dev/null
+++ b/clients/photobooth-uploader/PhotoboothUploader/Models/UploadItem.cs
@@ -0,0 +1,74 @@
+using System;
+using System.ComponentModel;
+using System.Runtime.CompilerServices;
+
+namespace PhotoboothUploader.Models;
+
+public enum UploadStatus
+{
+    Queued,
+    Uploading,
+    Success,
+    Failed,
+}
+
+public sealed class UploadItem : INotifyPropertyChanged
+{
+    private UploadStatus _status;
+    private DateTimeOffset _updatedAt;
+
+    public UploadItem(string path)
+    {
+        Path = path;
+        FileName = System.IO.Path.GetFileName(path);
+        UpdatedAt = DateTimeOffset.Now;
+        Status = UploadStatus.Queued;
+    }
+
+    public string Path { get; }
+
+    public string FileName { get; }
+
+    public UploadStatus Status
+    {
+        get => _status;
+        set
+        {
+            if (_status != value)
+            {
+                _status = value;
+                UpdatedAt = DateTimeOffset.Now;
+                OnPropertyChanged();
+                OnPropertyChanged(nameof(StatusLabel));
+            }
+        }
+    }
+
+    public DateTimeOffset UpdatedAt
+    {
+        get => _updatedAt;
+        private set
+        {
+            _updatedAt = value;
+            OnPropertyChanged();
+            OnPropertyChanged(nameof(UpdatedLabel));
+        }
+    }
+
+    public string StatusLabel => Status switch
+    {
+        UploadStatus.Uploading => "Upload läuft",
+        UploadStatus.Success => "Fertig",
+        UploadStatus.Failed => "Fehlgeschlagen",
+        _ => "Wartet",
+    };
+
+    public string UpdatedLabel => $"{UpdatedAt:HH:mm}";
+
+    public event PropertyChangedEventHandler? PropertyChanged;
+
+    private void OnPropertyChanged([CallerMemberName] string? propertyName = null)
+    {
+        PropertyChanged?.Invoke(this, new PropertyChangedEventArgs(propertyName));
+    }
+}
diff --git a/clients/photobooth-uploader/PhotoboothUploader/PhotoboothUploader.csproj b/clients/photobooth-uploader/PhotoboothUploader/PhotoboothUploader.csproj
index 6cfa712e..6c646144 100644
--- a/clients/photobooth-uploader/PhotoboothUploader/PhotoboothUploader.csproj
+++ b/clients/photobooth-uploader/PhotoboothUploader/PhotoboothUploader.csproj
@@ -4,7 +4,7 @@
     <TargetFramework>net9.0</TargetFramework>
     <Nullable>enable</Nullable>
     <ApplicationManifest>app.manifest</ApplicationManifest>
-    <AvaloniaUseCompiledBindingsByDefault>true</AvaloniaUseCompiledBindingsByDefault>
+    <AvaloniaUseCompiledBindingsByDefault>false</AvaloniaUseCompiledBindingsByDefault>
   </PropertyGroup>
 
   <ItemGroup>
diff --git a/clients/photobooth-uploader/PhotoboothUploader/Services/UploadService.cs b/clients/photobooth-uploader/PhotoboothUploader/Services/UploadService.cs
index 4a36be7a..bd6b63fa 100644
--- a/clients/photobooth-uploader/PhotoboothUploader/Services/UploadService.cs
+++ b/clients/photobooth-uploader/PhotoboothUploader/Services/UploadService.cs
@@ -16,12 +16,17 @@ public sealed class UploadService
     private readonly ConcurrentDictionary<string, byte> _pending = new(StringComparer.OrdinalIgnoreCase);
     private CancellationTokenSource? _cts;
 
-    public void Start(PhotoboothSettings settings, Action<string> setStatus)
+    public void Start(
+        PhotoboothSettings settings,
+        Action<string> onQueued,
+        Action<string> onUploading,
+        Action<string> onSuccess,
+        Action<string> onFailure)
     {
         Stop();
 
         _cts = new CancellationTokenSource();
-        _ = Task.Run(() => WorkerAsync(settings, setStatus, _cts.Token));
+        _ = Task.Run(() => WorkerAsync(settings, onQueued, onUploading, onSuccess, onFailure, _cts.Token));
     }
 
     public void Stop()
@@ -31,7 +36,7 @@ public sealed class UploadService
         _pending.Clear();
     }
 
-    public void Enqueue(string path)
+    public void Enqueue(string path, Action<string> onQueued)
     {
         if (!_pending.TryAdd(path, 0))
         {
@@ -39,9 +44,16 @@ public sealed class UploadService
         }
 
         _queue.Writer.TryWrite(path);
+        onQueued(path);
     }
 
-    private async Task WorkerAsync(PhotoboothSettings settings, Action<string> setStatus, CancellationToken token)
+    private async Task WorkerAsync(
+        PhotoboothSettings settings,
+        Action<string> onQueued,
+        Action<string> onUploading,
+        Action<string> onSuccess,
+        Action<string> onFailure,
+        CancellationToken token)
     {
         if (string.IsNullOrWhiteSpace(settings.UploadUrl))
         {
@@ -56,9 +68,10 @@ public sealed class UploadService
             {
                 try
                 {
+                    onUploading(path);
                     await WaitForFileReadyAsync(path, token);
                     await UploadAsync(client, settings, path, token);
-                    setStatus($"Hochgeladen: {Path.GetFileName(path)}");
+                    onSuccess(path);
                 }
                 catch (OperationCanceledException)
                 {
@@ -66,7 +79,7 @@ public sealed class UploadService
                 }
                 catch
                 {
-                    setStatus($"Upload fehlgeschlagen: {Path.GetFileName(path)}");
+                    onFailure(path);
                 }
                 finally
                 {