diff --git a/src/chocolatey/ExceptionExtensions.cs b/src/chocolatey/ExceptionExtensions.cs
new file mode 100644
index 0000000000..eda7e450a9
--- /dev/null
+++ b/src/chocolatey/ExceptionExtensions.cs
@@ -0,0 +1,21 @@
+namespace chocolatey
+{
+    using System;
+    using System.Collections.Generic;
+    using System.Linq;
+    using System.Text;
+    using System.Threading.Tasks;
+
+    public static class ExceptionExtensions
+    {
+        public static IEnumerable<Exception> Enumerate(this Exception error)
+        {
+            while (error != null)
+            {
+                yield return error;
+
+                error = error.InnerException;
+            }
+        }
+    }
+}
diff --git a/src/chocolatey/chocolatey.csproj b/src/chocolatey/chocolatey.csproj
index eb291d883c..7c2f36db0b 100644
--- a/src/chocolatey/chocolatey.csproj
+++ b/src/chocolatey/chocolatey.csproj
@@ -1,4 +1,4 @@
-<?xml version="1.0" encoding="utf-8"?>
+<?xml version="1.0" encoding="utf-8"?>
 <Project ToolsVersion="12.0" DefaultTargets="Build" xmlns="http://schemas.microsoft.com/developer/msbuild/2003">
   <Import Project="..\packages\Microsoft.CodeAnalysis.BannedApiAnalyzers.3.3.3\build\Microsoft.CodeAnalysis.BannedApiAnalyzers.props" Condition="Exists('..\packages\Microsoft.CodeAnalysis.BannedApiAnalyzers.3.3.3\build\Microsoft.CodeAnalysis.BannedApiAnalyzers.props')" />
   <PropertyGroup>
@@ -200,6 +200,7 @@
       <Link>Properties\SolutionVersion.cs</Link>
     </Compile>
     <Compile Include="AssemblyExtensions.cs" />
+    <Compile Include="ExceptionExtensions.cs" />
     <Compile Include="infrastructure.app\attributes\MultiServiceAttribute.cs" />
     <Compile Include="infrastructure.app\commands\ChocolateyCacheCommand.cs" />
     <Compile Include="infrastructure.app\commands\ChocolateyListCommand.cs" />
@@ -538,4 +539,4 @@
   <Target Name="AfterBuild">
   </Target>
   -->
-</Project>
\ No newline at end of file
+</Project>
diff --git a/src/chocolatey/infrastructure.app/nuget/NuGetEndpointResources.cs b/src/chocolatey/infrastructure.app/nuget/NuGetEndpointResources.cs
index e93e9b0be8..9189b69251 100644
--- a/src/chocolatey/infrastructure.app/nuget/NuGetEndpointResources.cs
+++ b/src/chocolatey/infrastructure.app/nuget/NuGetEndpointResources.cs
@@ -153,7 +153,32 @@ private T ResolveResource<T>()
             {
                 if (!_resolvingFailed)
                 {
-                    this.Log().Warn(ex.InnerException.Message);
+                    // Unwrap the AggregateException as its surface message is useless
+                    Exception error = ex.InnerException;
+                    this.Log().Warn(error.Message);
+
+                    // Enumerate the inner exceptions, log all but the last one in the list to debug
+                    string message = null;
+                    foreach (var err in error.InnerException.Enumerate())
+                    {
+                        if (message != null)
+                        {
+                            this.Log().Debug(message);
+                        }
+
+                        message = err.Message;
+                        error = err;
+                    }
+
+                    // If the last error in the list isn't the only one, write its message as a warning.
+                    // Typically the deepest/last error in the InnerExceptions will be a relevant and
+                    // actionable error.
+                    if (error != ex.InnerException && message != null)
+                    {
+                        this.Log().Warn(message);
+                    }
+
+                    this.Log().Warn("For more information on this issue and guidance in resolving the problem, see https://ch0.co/t/svcidx");
                     _resolvingFailed = true;
                 }
             }