diff --git a/.github/steps/sign-macos-package/action.yml b/.github/steps/sign-macos-package/action.yml
index 8c8318c22e7..f3dba6211cf 100644
--- a/.github/steps/sign-macos-package/action.yml
+++ b/.github/steps/sign-macos-package/action.yml
@@ -58,17 +58,25 @@ runs:
         rm "$CERTIFICATE_PATH"
         echo "KEYCHAIN_PATH=$KEYCHAIN_PATH" >> $GITHUB_ENV
 
+        # Extract the signing identity from the keychain (use SHA-1 hash for reliability)
+        SIGNING_IDENTITY=$(security find-identity -v -p codesigning "$KEYCHAIN_PATH" | grep "Developer ID Application" | head -1 | awk '{print $2}')
+        if [[ -z "$SIGNING_IDENTITY" ]]; then
+          echo "Error: No Developer ID Application identity found in keychain"
+          exit 1
+        fi
+        echo "Found signing identity: $SIGNING_IDENTITY"
+        echo "SIGNING_IDENTITY=$SIGNING_IDENTITY" >> $GITHUB_ENV
+
     - name: Code Sign Standalone binary
       shell: bash
       run: |
         chmod +x "$BINARY_PATH"
 
         # Sign the binary and verify
-        codesign --sign "$DEVELOPER_ID" --timestamp --options runtime --deep --force "$BINARY_PATH"
-        
+        codesign --sign "$SIGNING_IDENTITY" --timestamp --options runtime --deep --force "$BINARY_PATH"
+
         # Verify signature
         codesign --verify --deep --strict --verbose=2 "$BINARY_PATH"
-        codesign -dv --verbose=4 "$BINARY_PATH"
         echo "Binary signed successfully"
 
     - name: Create archive and submit for Notarization
diff --git a/.github/steps/sign-windows-package/action.yml b/.github/steps/sign-windows-package/action.yml
new file mode 100644
index 00000000000..901c2d2e3c3
--- /dev/null
+++ b/.github/steps/sign-windows-package/action.yml
@@ -0,0 +1,82 @@
+name: Sign Windows package
+description: Sign Windows executable using Azure Trusted Signing
+inputs:
+  azure_tenant_id:
+    description: 'Azure AD tenant ID'
+    required: true
+  azure_client_id:
+    description: 'Azure AD application (client) ID'
+    required: true
+  azure_client_secret:
+    description: 'Azure AD client secret'
+    required: true
+  signing_endpoint:
+    description: 'Azure Trusted Signing endpoint URL'
+    required: true
+  code_signing_account_name:
+    description: 'Azure Trusted Signing account name'
+    required: true
+  certificate_profile_name:
+    description: 'Certificate profile name'
+    required: true
+  binary_path:
+    description: 'Path to the Windows binary to sign'
+    required: true
+
+runs:
+  using: "composite"
+  steps:
+    - name: Setup and export all needed vars
+      shell: pwsh
+      run: |
+        $BinaryPath = "${{ github.workspace }}/${{ inputs.binary_path }}"
+        if (-not (Test-Path $BinaryPath)) {
+          Write-Error "Binary not found at: $BinaryPath"
+          exit 1
+        }
+        Write-Host "Binary to sign: $BinaryPath"
+        echo "BINARY_PATH=$BinaryPath" >> $env:GITHUB_ENV
+
+    - name: Sign Windows Executable
+      uses: azure/trusted-signing-action@v0.5.0
+      with:
+        azure-tenant-id: ${{ inputs.azure_tenant_id }}
+        azure-client-id: ${{ inputs.azure_client_id }}
+        azure-client-secret: ${{ inputs.azure_client_secret }}
+        endpoint: ${{ inputs.signing_endpoint }}
+        trusted-signing-account-name: ${{ inputs.code_signing_account_name }}
+        certificate-profile-name: ${{ inputs.certificate_profile_name }}
+        files: ${{ github.workspace }}/${{ inputs.binary_path }}
+        file-digest: SHA256
+        timestamp-rfc3161: http://timestamp.acs.microsoft.com
+        timestamp-digest: SHA256
+
+    - name: Verify Signature
+      shell: pwsh
+      run: |
+        $BinaryPath = "${{ github.workspace }}/${{ inputs.binary_path }}"
+        Write-Host "Verifying signature for: $BinaryPath"
+
+        $sig = Get-AuthenticodeSignature -FilePath $BinaryPath
+        Write-Host "  Status: $($sig.Status)"
+        Write-Host "  Status Message: $($sig.StatusMessage)"
+
+        if ($sig.SignerCertificate) {
+          Write-Host "  Signer: $($sig.SignerCertificate.Subject)"
+          Write-Host "  Issuer: $($sig.SignerCertificate.Issuer)"
+          Write-Host "  Thumbprint: $($sig.SignerCertificate.Thumbprint)"
+        }
+
+        if ($sig.TimeStamperCertificate) {
+          Write-Host "  Timestamped: Yes"
+          Write-Host "  Timestamp Authority: $($sig.TimeStamperCertificate.Subject)"
+        }
+
+        if ($sig.Status -ne "Valid") {
+          Write-Error "Signature verification failed for $BinaryPath"
+          Write-Error "Status: $($sig.Status)"
+          Write-Error "Message: $($sig.StatusMessage)"
+          exit 1
+        }
+
+        Write-Host "Signature verified successfully!"
diff --git a/.github/workflows/release.yml b/.github/workflows/release.yml
index e1768360fbd..58fed8fc651 100644
--- a/.github/workflows/release.yml
+++ b/.github/workflows/release.yml
@@ -47,7 +47,7 @@ jobs:
       matrix:
         include:
           - name: "macOS x86-64"
-            os: macos-13
+            os: macos-15-intel
             os_arch: x86-64
             cmake_arch: x86_64
             artifact_name: osquery-macos-x64
@@ -256,6 +256,17 @@ jobs:
           cd build
           cmake --build . --config RelWithDebInfo -j10
 
+      - name: Sign Windows package
+        uses: ./.github/steps/sign-windows-package
+        with:
+          azure_tenant_id: ${{ secrets.AZURE_TENANT_ID }}
+          azure_client_id: ${{ secrets.AZURE_CLIENT_ID }}
+          azure_client_secret: ${{ secrets.AZURE_CLIENT_SECRET }}
+          signing_endpoint: ${{ secrets.AZURE_SIGNING_ENDPOINT }}
+          code_signing_account_name: ${{ secrets.AZURE_CODE_SIGNING_ACCOUNT_NAME }}
+          certificate_profile_name: ${{ secrets.AZURE_CERTIFICATE_PROFILE_NAME }}
+          binary_path: build/osquery/RelWithDebInfo/${{ env.BINARY_NAME }}.exe
+
       - name: Upload Windows OSQuery artifact
         if: runner.os == 'Windows'
         uses: actions/upload-artifact@v4
diff --git a/.github/workflows/test.yml b/.github/workflows/test.yml
index 07859a0ec0f..340a1961626 100644
--- a/.github/workflows/test.yml
+++ b/.github/workflows/test.yml
@@ -44,7 +44,7 @@ jobs:
       matrix:
         include:
           - name: "macOS x86-64"
-            os: macos-13
+            os: macos-15-intel
             os_arch: x86-64
             cmake_arch: x86_64
             artifact_name: osquery-macos-x64