diff --git a/USB Test App WPF/MainWindow.xaml b/USB Test App WPF/MainWindow.xaml
index 9ba8a160..575fac93 100644
--- a/USB Test App WPF/MainWindow.xaml	
+++ b/USB Test App WPF/MainWindow.xaml	
@@ -6,7 +6,7 @@
         xmlns:local="clr-namespace:Serial_Test_App_WPF"
         xmlns:ViewModel="clr-namespace:Serial_Test_App_WPF.ViewModel" x:Class="Serial_Test_App_WPF.MainWindow"
         mc:Ignorable="d"
-        Title="MainWindow" Height="374" Width="525">
+        Title="MainWindow" Height="374" Width="570.729">
     <Window.Resources>
         <DataTemplate x:Key="NanoDevicesItemTemplate">
             <TextBlock Text="{Binding Path=Description}"/>
@@ -38,17 +38,18 @@
         <Button Content="Pause Execution" HorizontalAlignment="Left" Margin="250,235,0,0" VerticalAlignment="Top" Width="98" Click="PauseExecutionButton_Click" />
         <Button Content="Resume Execution" HorizontalAlignment="Left" Margin="250,275,0,0" VerticalAlignment="Top" Width="98" Click="ResumeExecutionButton_Click" />
 
-        <Button Content="Reboot CLR" HorizontalAlignment="Left" Margin="378,77,0,0" VerticalAlignment="Top" Width="98" Click="RebootDeviceButton_Click"/>
-        <Button Content="Soft Reboot" HorizontalAlignment="Left" Margin="378,102,0,0" VerticalAlignment="Top" Width="98" Click="SoftRebootDeviceButton_Click"/>
-        <Button Content="Reboot + Debug" HorizontalAlignment="Left" Margin="378,129,0,0" VerticalAlignment="Top" Width="98" Click="RebootAndDebugDeviceButton_Click"/>
-        <Button Content="Stop Processing" HorizontalAlignment="Left" Margin="378,195,0,0" VerticalAlignment="Top" Width="98" Click="StopProcessingButton_Click"/>
-        <Button Content="Erase Deployment" HorizontalAlignment="Left" Margin="378,235,0,0" VerticalAlignment="Top" Width="98" Click="EraseDeploymentButton_Click" />
+        <Button Content="Reboot CLR" HorizontalAlignment="Left" Margin="378,77,0,0" VerticalAlignment="Top" Width="121" Click="RebootDeviceButton_Click"/>
+        <Button Content="Soft Reboot" HorizontalAlignment="Left" Margin="378,102,0,0" VerticalAlignment="Top" Width="121" Click="SoftRebootDeviceButton_Click"/>
+        <Button Content="Reboot to bootloader" HorizontalAlignment="Left" Margin="378,129,0,0" VerticalAlignment="Top" Width="121" Click="RebootToBootloaderButton_Click"/>
+        <Button Content="Stop Processing" HorizontalAlignment="Left" Margin="378,195,0,0" VerticalAlignment="Top" Width="121" Click="StopProcessingButton_Click"/>
+        <Button Content="Erase Deployment" HorizontalAlignment="Left" Margin="378,235,0,0" VerticalAlignment="Top" Width="121" Click="EraseDeploymentButton_Click" />
         <Button Content="Is Init State" HorizontalAlignment="Left" Margin="162,195,0,0" VerticalAlignment="Top" Width="75" Click="IsInitStateButton_Click" />
-        <Button Content="Get Device Config" HorizontalAlignment="Left" Margin="378,275,0,0" VerticalAlignment="Top" Width="98" Click="GetDeviceConfigButton_Click" />
-        <Button Content="Set Device Config" HorizontalAlignment="Left" Margin="378,313,0,0" VerticalAlignment="Top" Width="98" Click="SetDeviceConfigButton_Click" />
+        <Button Content="Get Device Config" HorizontalAlignment="Left" Margin="378,275,0,0" VerticalAlignment="Top" Width="121" Click="GetDeviceConfigButton_Click" />
+        <Button Content="Set Device Config" HorizontalAlignment="Left" Margin="378,313,0,0" VerticalAlignment="Top" Width="121" Click="SetDeviceConfigButton_Click" />
         <Button Content="ReScan devices" HorizontalAlignment="Left" Margin="250,157,0,0" VerticalAlignment="Top" Width="98" Click="ReScanDevices_Click" />
         <Button Content="Read Test" HorizontalAlignment="Left" Margin="162,313,0,0" VerticalAlignment="Top" Width="75" Click="ReadTestButton_Click" />
         <Button Content="OEM Info" HorizontalAlignment="Left" Margin="39,313,0,0" VerticalAlignment="Top" Width="110" Click="OemInfoButton_Click" />
+        <Button Content="Reboot to nanoBooter" HorizontalAlignment="Left" Margin="378,157,0,0" VerticalAlignment="Top" Width="121" Click="RebootToNanoBooterButton_Click"/>
 
 
     </Grid>
diff --git a/USB Test App WPF/MainWindow.xaml.cs b/USB Test App WPF/MainWindow.xaml.cs
index f33ebf02..b37ab157 100644
--- a/USB Test App WPF/MainWindow.xaml.cs	
+++ b/USB Test App WPF/MainWindow.xaml.cs	
@@ -710,7 +710,7 @@ private async void SoftRebootDeviceButton_Click(object sender, RoutedEventArgs e
             (sender as Button).IsEnabled = true;
         }
 
-        private async void RebootAndDebugDeviceButton_Click(object sender, RoutedEventArgs e)
+        private async void RebootToBootloaderButton_Click(object sender, RoutedEventArgs e)
         {  
             // disable button
             (sender as Button).IsEnabled = false;
@@ -722,7 +722,7 @@ private async void RebootAndDebugDeviceButton_Click(object sender, RoutedEventAr
                     // enable button
                     (sender as Button).IsEnabled = true;
 
-                    (DataContext as MainViewModel).AvailableDevices[DeviceGrid.SelectedIndex].DebugEngine.RebootDevice(RebootOptions.ClrOnly | RebootOptions.WaitForDebugger);
+                    (DataContext as MainViewModel).AvailableDevices[DeviceGrid.SelectedIndex].DebugEngine.RebootDevice(RebootOptions.EnterProprietaryBooter);
 
                     Debug.WriteLine("");
                     Debug.WriteLine("");
@@ -1136,5 +1136,36 @@ private async void OemInfoButton_Click(object sender, RoutedEventArgs e)
             (sender as Button).IsEnabled = true;
 
         }
+
+        private async void RebootToNanoBooterButton_Click(object sender, RoutedEventArgs e)
+        {
+            // disable button
+            (sender as Button).IsEnabled = false;
+
+            try
+            {
+                await Application.Current.Dispatcher.BeginInvoke(DispatcherPriority.Normal, new Action(() =>
+                {
+                    // enable button
+                    (sender as Button).IsEnabled = true;
+
+                    (DataContext as MainViewModel).AvailableDevices[DeviceGrid.SelectedIndex].DebugEngine.RebootDevice(RebootOptions.EnterNanoBooter);
+
+                    Debug.WriteLine("");
+                    Debug.WriteLine("");
+                    Debug.WriteLine($"Reboot & launch nanoBooter");
+                    Debug.WriteLine("");
+                    Debug.WriteLine("");
+
+                }));
+            }
+            catch
+            {
+
+            }
+
+            // enable button
+
+        }
     }
 }
diff --git a/nanoFramework.Tools.DebugLibrary.Shared/NFDevice/NanoDeviceBase.cs b/nanoFramework.Tools.DebugLibrary.Shared/NFDevice/NanoDeviceBase.cs
index 8b3c1f2b..3f00eadd 100644
--- a/nanoFramework.Tools.DebugLibrary.Shared/NFDevice/NanoDeviceBase.cs
+++ b/nanoFramework.Tools.DebugLibrary.Shared/NFDevice/NanoDeviceBase.cs
@@ -174,7 +174,7 @@ public async Task<bool> ConnectToNanoBooterAsync(CancellationToken cancellationT
             {
                 if (DebugEngine.ConnectionSource == ConnectionSource.nanoBooter) return true;
 
-                DebugEngine.RebootDevice(RebootOptions.EnterBootloader);
+                DebugEngine.RebootDevice(RebootOptions.EnterNanoBooter);
 
                 /////////////////////////////////////////
                 // FIXME
diff --git a/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/Engine.cs b/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/Engine.cs
index 70fe0126..346f17ed 100644
--- a/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/Engine.cs
+++ b/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/Engine.cs
@@ -1480,7 +1480,7 @@ public void RebootDevice(RebootOptions options = RebootOptions.NormalReboot)
                 IncomingMessage reply = PerformSyncRequest(Commands.c_Monitor_Reboot, Flags.c_NoCaching, cmd, 500);
 
                 // if reboot options ends on a hard reboot, force connection state to disconnected
-                if (((RebootOptions)cmd.flags == RebootOptions.EnterBootloader) ||
+                if (((RebootOptions)cmd.flags == RebootOptions.EnterNanoBooter) ||
                     ((RebootOptions)cmd.flags == RebootOptions.NormalReboot))
                 {
                     IsConnected = false;
diff --git a/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/RebootOptions.cs b/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/RebootOptions.cs
index 2e3ee878..70eb1dd9 100644
--- a/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/RebootOptions.cs
+++ b/nanoFramework.Tools.DebugLibrary.Shared/WireProtocol/RebootOptions.cs
@@ -9,7 +9,6 @@ namespace nanoFramework.Tools.Debugger
     /// <summary>
     /// Reboot options for nanoFramework device.
     /// </summary>
-    [System.Flags]
     public enum RebootOptions
     {
         /// <summary>
@@ -20,7 +19,7 @@ public enum RebootOptions
         /// <summary>
         /// Reboot and enter nanoBooter.
         /// </summary>
-        EnterBootloader = 1,
+        EnterNanoBooter = 1,
 
         /// <summary>
         /// Reboot CLR only.
@@ -30,6 +29,11 @@ public enum RebootOptions
         /// <summary>
         /// Wait for debugger.
         /// </summary>
-        WaitForDebugger = 4
+        WaitForDebugger = 4,
+
+        /// <summary>
+        /// Reboot and enter proprietary bootloader.
+        /// </summary>
+        EnterProprietaryBooter = 5,
     };
 }
diff --git a/version.json b/version.json
index 7edfd818..aaa901f3 100644
--- a/version.json
+++ b/version.json
@@ -1,6 +1,6 @@
 {
   "$schema": "https://raw.githubusercontent.com/AArnott/Nerdbank.GitVersioning/master/src/NerdBank.GitVersioning/version.schema.json",
-  "version": "1.19.0-preview.{height}",
+  "version": "1.20.0-preview.{height}",
   "assemblyVersion": {
     "precision": "revision"
   },