diff --git a/src/Uno.Wasm.Bootstrap/ShellTask.cs b/src/Uno.Wasm.Bootstrap/ShellTask.cs
index 96dc6c31..972ebe9d 100644
--- a/src/Uno.Wasm.Bootstrap/ShellTask.cs
+++ b/src/Uno.Wasm.Bootstrap/ShellTask.cs
@@ -26,6 +26,7 @@
 using System.Linq;
 using System.Net;
 using System.Runtime.InteropServices;
+using System.Security;
 using System.Security.Cryptography;
 using System.Text;
 using System.Text.RegularExpressions;
@@ -157,6 +158,7 @@ public override bool Execute()
 
 				// Debugger.Launch();
 
+				PreloadAssemblies();
 				TryEnableLongPathAware();
 				ParseProperties();
 				GetBcl();
@@ -184,6 +186,20 @@ public override bool Execute()
 			}
 		}
 
+		private void PreloadAssemblies()
+		{
+			// Under some circumstances, the assemblies bundled with the bootstrapper do not
+			// get loaded properly by .NET Core. This is method forces the loading of those
+			// assemblies in order to let the loading find them automatically.
+
+			var path = Path.GetDirectoryName(new Uri(GetType().Assembly.GetName().CodeBase).LocalPath);
+
+			foreach (var file in Directory.GetFiles(path, "*.dll"))
+			{
+				_ = System.Reflection.Assembly.LoadFile(Path.Combine(path, file));
+			}
+		}
+
 		private void TryEnableLongPathAware()
 		{
 			if (EnableLongPathSupport)