diff --git a/build/azure-pipelines/alpine/cli-build-alpine.yml b/build/azure-pipelines/alpine/cli-build-alpine.yml
index 1877b342ae0..b1daefebdba 100644
--- a/build/azure-pipelines/alpine/cli-build-alpine.yml
+++ b/build/azure-pipelines/alpine/cli-build-alpine.yml
@@ -22,7 +22,7 @@ steps:
     displayName: Download openssl prebuilt
     inputs:
       command: custom
-      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.5
+      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.8
       customRegistry: useFeed
       customFeed: "Monaco/openssl-prebuilt"
       workingDir: $(Build.ArtifactStagingDirectory)
@@ -30,7 +30,7 @@ steps:
   - script: |
       set -e
       mkdir $(Build.ArtifactStagingDirectory)/openssl
-      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.5.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
+      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.8.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
     displayName: Extract openssl prebuilt
 
   # inspired by: https://github.com/emk/rust-musl-builder/blob/main/Dockerfile
diff --git a/build/azure-pipelines/darwin/cli-build-darwin.yml b/build/azure-pipelines/darwin/cli-build-darwin.yml
index ac129aca250..c0e3850c2e2 100644
--- a/build/azure-pipelines/darwin/cli-build-darwin.yml
+++ b/build/azure-pipelines/darwin/cli-build-darwin.yml
@@ -22,7 +22,7 @@ steps:
     displayName: Download openssl prebuilt
     inputs:
       command: custom
-      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.5
+      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.8
       customRegistry: useFeed
       customFeed: "Monaco/openssl-prebuilt"
       workingDir: $(Build.ArtifactStagingDirectory)
@@ -30,7 +30,7 @@ steps:
   - script: |
       set -e
       mkdir $(Build.ArtifactStagingDirectory)/openssl
-      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.5.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
+      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.8.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
     displayName: Extract openssl prebuilt
 
   - script: node build/azure-pipelines/cli/prepare.js
diff --git a/build/azure-pipelines/linux/cli-build-linux.yml b/build/azure-pipelines/linux/cli-build-linux.yml
index 94c94931c80..1b94c69d78c 100644
--- a/build/azure-pipelines/linux/cli-build-linux.yml
+++ b/build/azure-pipelines/linux/cli-build-linux.yml
@@ -25,7 +25,7 @@ steps:
     displayName: Download openssl prebuilt
     inputs:
       command: custom
-      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.5
+      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.8
       customRegistry: useFeed
       customFeed: "Monaco/openssl-prebuilt"
       workingDir: $(Build.ArtifactStagingDirectory)
@@ -33,7 +33,7 @@ steps:
   - script: |
       set -e
       mkdir $(Build.ArtifactStagingDirectory)/openssl
-      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.5.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
+      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.8.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
     displayName: Extract openssl prebuilt
 
   - ${{ if eq(parameters.VSCODE_BUILD_LINUX_ARMHF, true) }}:
diff --git a/build/azure-pipelines/win32/cli-build-win32.yml b/build/azure-pipelines/win32/cli-build-win32.yml
index 797350df702..2e600bc18c4 100644
--- a/build/azure-pipelines/win32/cli-build-win32.yml
+++ b/build/azure-pipelines/win32/cli-build-win32.yml
@@ -25,14 +25,14 @@ steps:
     displayName: Download openssl prebuilt
     inputs:
       command: custom
-      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.5
+      customCommand: pack @vscode-internal/openssl-prebuilt@0.0.8
       customRegistry: useFeed
       customFeed: "Monaco/openssl-prebuilt"
       workingDir: $(Build.ArtifactStagingDirectory)
 
   - powershell: |
       mkdir $(Build.ArtifactStagingDirectory)/openssl
-      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.5.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
+      tar -xvzf $(Build.ArtifactStagingDirectory)/vscode-internal-openssl-prebuilt-0.0.8.tgz --strip-components=1 --directory=$(Build.ArtifactStagingDirectory)/openssl
     displayName: Extract openssl prebuilt
 
   - powershell: node build/azure-pipelines/cli/prepare.js