diff --git a/.devcontainer/Dockerfile b/.devcontainer/Dockerfile
index 5cae0a0e..0e271402 100644
--- a/.devcontainer/Dockerfile
+++ b/.devcontainer/Dockerfile
@@ -30,3 +30,5 @@ RUN su - vscode -c "dotnet-suggest script bash >> ~/.bashrc"
 
 COPY post_start_command.sh /home/vscode/post_start_command.sh
 RUN chmod +x /home/vscode/post_start_command.sh
+
+ENV CONTEXTIVE_DEBUG=true
diff --git a/.github/workflows/contextive-vscode-publish.yml b/.github/workflows/contextive-vscode-publish.yml
index 2a5e66d5..a309cfc6 100644
--- a/.github/workflows/contextive-vscode-publish.yml
+++ b/.github/workflows/contextive-vscode-publish.yml
@@ -5,7 +5,6 @@ on:
   
 env:
   dotnet-version: '7.0.x'
-  CONTEXTIVE_DEBUG: true
 jobs:
   publish:
     name: Publish
diff --git a/.github/workflows/contextive-vscode-release.yml b/.github/workflows/contextive-vscode-release.yml
index 9f3c68ae..6a4f6a46 100644
--- a/.github/workflows/contextive-vscode-release.yml
+++ b/.github/workflows/contextive-vscode-release.yml
@@ -3,7 +3,6 @@ on: workflow_dispatch
 
 env:
   dotnet-version: '7.0.x'
-  CONTEXTIVE_DEBUG: true
 jobs:
   build-and-test:
     name: 'Build and Test'
diff --git a/.github/workflows/contextive-vscode.yml b/.github/workflows/contextive-vscode.yml
index e76de120..4542218e 100644
--- a/.github/workflows/contextive-vscode.yml
+++ b/.github/workflows/contextive-vscode.yml
@@ -8,7 +8,11 @@ on:
       - '.github/**vscode**'
 env:
   dotnet-version: '7.0.x'
-  CONTEXTIVE_DEBUG: true
+  
+  # Uncomment this to ensure the vscode extension tests run in debug mode using `dotnet run` for enhanced logging
+  # by default we test with the release mode built binary to ensure .NET trimming hasn't broken anything
+  # See https://github.com/dev-cycles/contextive/issues/61 for details
+  # CONTEXTIVE_DEBUG: true
 jobs:
   build-and-test:
     name: 'Build and Test'
@@ -64,7 +68,7 @@ jobs:
           name: Language Server Tests ${{ runner.os }}
           path: "src/**/Contextive.*.Tests/TestResults/TestResults.*-${{ env.dotnet-version }}-${{ runner.os }}.xml"
           reporter: dotnet-trx 
-      - name: Publish Language Server
+      - name: Build Release Mode/Publish Language Server
         working-directory: ./src/language-server/Contextive.LanguageServer
         run: |
           dotnet publish -c Release -r ${{ matrix.dotnet_runtime }} -o publish
@@ -85,6 +89,9 @@ jobs:
           /usr/bin/Xvfb :99 -screen 0 1024x768x24 > /dev/null 2>&1 &
           echo ">>> Started xvfb"
         if: runner.os == 'Linux'
+      - name: Copy Published Language Server to VsCode Extension
+        run: |
+          cp src/language-server/Contextive.LanguageServer/publish/Contextive.LanguageServer src/vscode/contextive/dist
       - name: Build and Test VsCode Extension
         run: npm test
         working-directory: ./src/vscode/contextive
diff --git a/src/core/Contextive.Core/Contextive.Core.fsproj b/src/core/Contextive.Core/Contextive.Core.fsproj
index 4bc6c558..1bf6ca59 100644
--- a/src/core/Contextive.Core/Contextive.Core.fsproj
+++ b/src/core/Contextive.Core/Contextive.Core.fsproj
@@ -4,6 +4,10 @@
     <TargetFramework>net7.0</TargetFramework>
     <GenerateDocumentationFile>true</GenerateDocumentationFile>
   </PropertyGroup>
+  <PropertyGroup Condition="'$(Configuration)'=='Release'">
+    <GenerateDocumentationFile>false</GenerateDocumentationFile>
+    <DebuggerSupport>false</DebuggerSupport>
+  </PropertyGroup>
   <ItemGroup>
     <Compile Include="File.fs" />
     <Compile Include="Definitions.fs" />
diff --git a/src/language-server/Contextive.LanguageServer/Contextive.LanguageServer.fsproj b/src/language-server/Contextive.LanguageServer/Contextive.LanguageServer.fsproj
index 41db7db0..56742f29 100644
--- a/src/language-server/Contextive.LanguageServer/Contextive.LanguageServer.fsproj
+++ b/src/language-server/Contextive.LanguageServer/Contextive.LanguageServer.fsproj
@@ -11,12 +11,26 @@
     <Company>Dev Cycles</Company>
   </PropertyGroup>
   <PropertyGroup Condition="'$(Configuration)'=='Release'">
+    <GenerateDocumentationFile>false</GenerateDocumentationFile>
     <PublishSingleFile>true</PublishSingleFile>
     <SelfContained>true</SelfContained>
-    <!--Restore after https://github.com/dev-cycles/contextive/issues/61 is resolved. -->
-    <!--<PublishReadyToRun>true</PublishReadyToRun>-->
-    <!--<PublishTrimmed>true</PublishTrimmed>-->
+    <PublishReadyToRun>true</PublishReadyToRun>
+    <PublishTrimmed>true</PublishTrimmed>
+    <SuppressTrimAnalysisWarnings>false</SuppressTrimAnalysisWarnings>
+    <EnableTrimAnalyzer>true</EnableTrimAnalyzer>
+    <TrimmerSingleWarn>false</TrimmerSingleWarn>
+    <ILLinkTreatWarningsAsErrors>true</ILLinkTreatWarningsAsErrors>
+    <DebuggerSupport>false</DebuggerSupport>
   </PropertyGroup>
+  <!--<ItemGroup>
+    <TrimmerRootAssembly Include="OmniSharp.Extensions.JsonRpc" />
+    <TrimmerRootAssembly Include="OmniSharp.Extensions.LanguageServer" />
+    <TrimmerRootAssembly Include="OmniSharp.Extensions.LanguageProtocol" />
+    <TrimmerRootAssembly Include="OmniSharp.Extensions.LanguageServer.Shared" />
+    <TrimmerRootAssembly Include="Newtonsoft.Json" />
+    <TrimmerRootAssembly Include="MediatR" />
+    <TrimmerRootAssembly Include="Contextive.Core" />
+  </ItemGroup>-->
   <ItemGroup>
     <Compile Include="Seq.fs" />
     <Compile Include="Rendering.fs" />
diff --git a/src/vscode/contextive/test/runTest.js b/src/vscode/contextive/test/runTest.js
index 60f3eebe..db3dd05c 100644
--- a/src/vscode/contextive/test/runTest.js
+++ b/src/vscode/contextive/test/runTest.js
@@ -80,7 +80,6 @@ async function main() {
 			extensionTestsPath,
 			launchArgs,
 			extensionTestsEnv: {
-				CONTEXTIVE_DEBUG: true,
 				...ipcOpts,
 			}
 		});